NIACINAMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C6H6N2O
Molecular Weight	122.1246
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

NC(=O)C1=CC=CN=C1

InChI

InChIKey=DFPAKSUCGFBDDF-UHFFFAOYSA-N

InChI=1S/C6H6N2O/c7-6(9)5-2-1-3-8-4-5/h1-4H,(H2,7,9)

HIDE SMILES / InChI

Molecular Formula	C6H6N2O
Molecular Weight	122.1246
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.mayoclinic.org/drugs-supplements/niacin--niacinamide/evidence/hrb-20059838
Curator's Comment: Description was created based on several sources, including https://www.ncbi.nlm.nih.gov/pubmed/4244068

Niacinamide, known as nicotinamide, is an important compound functioning as a component of the coenzyme NAD. Its primary significance is in the prevention and/or cure of blacktongue and pellagra. Pellagra is a nutritional disease that occurs due to insufficient dietary amounts of vitamin B3 or the chemical it is made from (tryptophan). Symptoms of pellagra include skin disease, diarrhea, dementia, and depression. In addition, was experiments, revealed, that niacinamide hydroiodide might have role in ophthalmology and parenteral use of niacinamide hydroiodide can treat arteriosclerotic syndromes.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
NAD-dependent deacetylase sirtuin 2 5 Target ID: CHEMBL4462 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19700324	Inhibitor 8504	11.0 µM [IC50]
NAD-dependent deacetylase sirtuin 1 19 Target ID: CHEMBL4506 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19700324	Inhibitor 8504	100.0 µM [IC50]
NAD-dependent deacetylase sirtuin 3 4 Target ID: CHEMBL4461 Sources: https://www.ncbi.nlm.nih.gov/pubmed/19700324	Inhibitor 8504	14.0 µM [IC50]

Conditions

Condition	Modality	Highest Phase	Product
Ophthalmology 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/4244068	Primary	Not Provided 511	Unknown Approved Use Unknown
Arteriosclerotic syndromes 3 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13347482	Primary	Not Provided 511	Unknown Approved Use Unknown
Pellagra 3 Sources: http://www.webmd.com/vitamins-supplements/ingredientmono-924-niacin%20and%20niacinamide%20vitamin%20b3.aspx?activeingredientid=924&	Preventing	Approved 8583	Niacinamide Approved Use Treatment and prevention of niacin deficiency, and certain conditions related to niacin deficiency such as pellagra.

C_max

Value	Dose	Co-administered	Analyte	Population
213.2 ng/mL EXPERIMENT https://link.springer.com/article/10.1365/s10337-010-1645-3	500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered: LOVASTATIN	LOVASTATIN	NIACINAMIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

AUC

Value	Dose	Co-administered	Analyte	Population
2669 ng × h/mL EXPERIMENT https://link.springer.com/article/10.1365/s10337-010-1645-3	500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered: LOVASTATIN	LOVASTATIN	NIACINAMIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

T_1/2

Value	Dose	Co-administered	Analyte	Population
15.9 h EXPERIMENT https://link.springer.com/article/10.1365/s10337-010-1645-3	500 mg single, oral dose: 500 mg route of administration: Oral experiment type: SINGLE co-administered: LOVASTATIN	LOVASTATIN	NIACINAMIDE plasma	Homo sapiens population: HEALTHY age: ADULT sex: FEMALE / MALE food status: FASTED

Doses

Dose	Population	Adverse events
6 g single, oral Highest studied dose Dose: 6 g Route: oral Route: single Dose: 6 g Sources: https://pubmed.ncbi.nlm.nih.gov/8356223	healthy, 27-45 Health Status: healthy Age Group: 27-45 Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/8356223	Other AEs: Vomiting... Other AEs: Vomiting Sources: https://pubmed.ncbi.nlm.nih.gov/8356223
80 mg/kg 1 times / day multiple, oral MTD Dose: 80 mg/kg, 1 times / day Route: oral Route: multiple Dose: 80 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/9165139	unhealthy, 41-82 Health Status: unhealthy Age Group: 41-82 Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/9165139	DLT: Nausea... Disc. AE: Nausea, Toxicity renal... Dose limiting toxicities: Nausea (severe, 17.5%) AEs leading to discontinuation/dose reduction: Nausea (20%) Toxicity renal (2.5%) Sources: https://pubmed.ncbi.nlm.nih.gov/9165139
80 mg/kg 1 times / day multiple, oral MTD Dose: 80 mg/kg, 1 times / day Route: oral Route: multiple Dose: 80 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/7607932	unhealthy, 54-81 Health Status: unhealthy Age Group: 54-81 Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/7607932	Sources: https://pubmed.ncbi.nlm.nih.gov/7607932
100 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 100 mg/kg, 1 times / day Route: oral Route: multiple Dose: 100 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/7607932	unhealthy, 75-82 Health Status: unhealthy Age Group: 75-82 Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/7607932	DLT: Hypotension, Oliguria... Disc. AE: Nausea, Vomiting... Dose limiting toxicities: Hypotension (severe, 50%) Oliguria (50%) AEs leading to discontinuation/dose reduction: Nausea (severe, 50%) Vomiting (severe, 50%) Sources: https://pubmed.ncbi.nlm.nih.gov/7607932

AEs

AE	Significance	Dose	Population
Vomiting		6 g single, oral Highest studied dose Dose: 6 g Route: oral Route: single Dose: 6 g Sources: https://pubmed.ncbi.nlm.nih.gov/8356223	healthy, 27-45 Health Status: healthy Age Group: 27-45 Sex: M Sources: https://pubmed.ncbi.nlm.nih.gov/8356223
Toxicity renal	2.5% Disc. AE	80 mg/kg 1 times / day multiple, oral MTD Dose: 80 mg/kg, 1 times / day Route: oral Route: multiple Dose: 80 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/9165139	unhealthy, 41-82 Health Status: unhealthy Age Group: 41-82 Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/9165139
Nausea	20% Disc. AE	80 mg/kg 1 times / day multiple, oral MTD Dose: 80 mg/kg, 1 times / day Route: oral Route: multiple Dose: 80 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/9165139	unhealthy, 41-82 Health Status: unhealthy Age Group: 41-82 Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/9165139
Nausea	severe, 17.5% DLT	80 mg/kg 1 times / day multiple, oral MTD Dose: 80 mg/kg, 1 times / day Route: oral Route: multiple Dose: 80 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/9165139	unhealthy, 41-82 Health Status: unhealthy Age Group: 41-82 Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/9165139
Oliguria	50% DLT	100 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 100 mg/kg, 1 times / day Route: oral Route: multiple Dose: 100 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/7607932	unhealthy, 75-82 Health Status: unhealthy Age Group: 75-82 Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/7607932
Hypotension	severe, 50% DLT	100 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 100 mg/kg, 1 times / day Route: oral Route: multiple Dose: 100 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/7607932	unhealthy, 75-82 Health Status: unhealthy Age Group: 75-82 Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/7607932
Nausea	severe, 50% Disc. AE	100 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 100 mg/kg, 1 times / day Route: oral Route: multiple Dose: 100 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/7607932	unhealthy, 75-82 Health Status: unhealthy Age Group: 75-82 Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/7607932
Vomiting	severe, 50% Disc. AE	100 mg/kg 1 times / day multiple, oral Highest studied dose Dose: 100 mg/kg, 1 times / day Route: oral Route: multiple Dose: 100 mg/kg, 1 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/7607932	unhealthy, 75-82 Health Status: unhealthy Age Group: 75-82 Sex: F Sources: https://pubmed.ncbi.nlm.nih.gov/7607932

Overview

CYP3A4	CYP2C9	CYP2D6	hERG
inhibitor 2252	inhibitor 2438	inhibitor 2507

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
CYP1A2 2153 CYP2E1 1060	CYP2E1 729 CYP2A6 626 CYP2B6 776	CYP1A2 832

Drug as perpetrator

Target	Modality	Activity
CYP2E1 1146	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/15081432/ Page: 3.0	yes [Ki 13000 uM]
CYP3A4 2633	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/15081432/ Page: 3.0	yes [Ki 13000 uM]
CYP2D6 2546	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/15081432/ Page: 3.0	yes [Ki 3800 uM]
CYP1A2 2333	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/15081432/ Page: 3.0	yes [Ki 44000 uM]
CYP2C9 2497	inhibitor 4027 Sources: https://pubmed.ncbi.nlm.nih.gov/15081432/ Page: 3.0	yes [Ki 51000 uM]
CYP1A1 272	supressor 160 Sources: https://pubmed.ncbi.nlm.nih.gov/7508708/	yes
CYP1A2 2333	inducer 1966 Sources: https://pubmed.ncbi.nlm.nih.gov/7508708/	yes

Drug as victim

Target	Modality	Activity
CYP2A6 626	substrate 4014 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3583486/	no
CYP2B6 776	substrate 4014 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3583486/	no
CYP2E1 729	substrate 4014 Sources: https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3583486/	yes

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY583359	https://www.001chemical.com/chem/98-92-0
3B Scientific (Wuhan) Corp	3B1-00061	http://www.3bsc.com/index/pro_info.php?id=20273
3B Scientific (Wuhan) Corp	3B3-029729	http://www.3bsc.com/index/pro_info.php?id=50986
AA Blocks	AA00IJXK	http://www.aablocks.com/goods/Goods/detail?id=AA00IJXK
Aaron Chemicals	AR00IKPC	http://www.aaronchem.com/98-92-0
abcr GmbH	AB118154	http://www.abcr.com/shop/en/AB118154
AbMole Bioscience	M4896	http://www.abmole.com/products/nicotinamide.html
Acadechem	ACDC-066615	http://acadechemical.com/product/8348
Acadechem	ACDS-017518	http://www.acadechemical.com/product/92217
Achemica	ACMC-20aizz	http://www.achemica.com/prodinfo/?id=137848
Achemtek	0104-014668	http://www.achemtek.com/98-92-0
Acros Organics	AC128270025	https://www.fishersci.com/shop/products/nicotinamide-98-acros-organics-2/AC128270025
Acros Organics	AC128271000	https://www.fishersci.com/shop/products/nicotinamide-98-acros-organics/AC128271000
Acros Organics	AC128275000	https://www.fishersci.com/shop/products/nicotinamide-98-acros-organics/AC128275000
AHH Chemical co.,ltd	MT-19649	http://www.ahhchemical.com/product/MT-19649.html
AHH Chemical co.,ltd	NP-1178	http://www.ahhchemical.com/product/NP-1178.html
AK Scientific, Inc. (AKSCI)	J10422	http://www.aksci.com/item_detail.php?cat=J10422
AK Scientific, Inc. (AKSCI)	K774	http://www.aksci.com/item_detail.php?cat=K774
Alfa Aesar	A15970	https://www.alfa.com/en/catalog/A15970/
Alfa Chemistry	1255150-40-3	https://www.alfa-chemistry.com/cas_1255150-40-3.htm
Alfa Chemistry	ACM98920-1	https://www.alfa-chemistry.com/nicotinamide-cas-98-92-0-item-284990.htm
Alfa Chemistry	AP98920-A	https://reagents.alfa-chemistry.com/product/nicotinamide-vitamin-b3-solution-cas-98-92-0-19136.html
Alfa Chemistry	AP98920-B	https://reagents.alfa-chemistry.com/product/niacinamide-cas-98-92-0-19137.html
Alichem	29205886	http://www.alichem.com/en/products/98-92-0.html
Angene	AGN-PC-0084Q1	http://www.angenechemical.com/productshow/AGN-PC-0084Q1.html
Anward	ANW-75549	http://www.anward.com/pro_result/62000
ApexBio Technology	N1651	http://www.apexbt.com/nicotinamide-14369.html
Aurora Fine Chemicals LLC	A00.297.461	http://online.aurorafinechemicals.com/info?ID=A00.297.461
Aurora Fine Chemicals LLC	K02.105.372	http://online.aurorafinechemicals.com/info?ID=K02.105.372
Aurum Pharmatech LLC	W-3583	http://www.Aurumpharmatech.com/Product/ProductDetails/W_3583
Avantor Inc	200000-710	https://us.vwr.com/store/product/7514772/nicotinamide
Avantor Inc	200013-660	https://us.vwr.com/store/product/7514772/nicotinamide
BioChemPartner	BCP07322	http://www.biochempartner.com/98-92-0-BCP07322
BioCrick	BCN1025	http://www.biocrick.com/Nicotinamide-BCN1025.html
BioSynth	Q-201470	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/Q-201470.html
BLD Pharm	BD42146	http://www.bldpharm.com/products/98-92-0.html
BOC Sciences	113950-01-9	https://isotope.bocsci.com/product/nicotinamide-amide-15n-cas-113950-01-9-344937.html
BOC Sciences	347841-88-7	https://www.bocsci.com/nicotinamide-d4-cas-347841-88-7-item-110701.html
Boerchem	BC676662	http://www.boerchem.com/?product_39381.html
Chem Scene	CS-1968	http://www.chemscene.com/98-92-0.html
ChemFaces	CFN99926	http://www.chemfaces.com/natural/Nicotinamide-CFN99926.html
ChemMol	44009502	http://www.chemmol.com/chemmol/44009502.html
ChemMol	49417291	http://www.chemmol.com/chemmol/49417291.html
Chemspace	CSSB00000162173	https://chem-space.com/CSSB00000162173
China MainChem Co., Ltd	98-92-0	https://www.mainchem.com/product/china-nicotinamide-supplier-vitamin-b3-manufacturer/
China MainChem Co., Ltd	MS98-92-0	https://www.mainchem.com/product/nicotinamide/
Clearsynth	CS-EB-01471	https://www.clearsynth.com/en/CSEB01471.html
Clearsynth	CS-ER-01463	https://www.clearsynth.com/en/CSER01463.html
Clearsynth	CS-O-30679	http://www.clearsynth.com/en/CSO30679.html
CSNpharm	CSN16796	https://www.csnpharm.com/products/nicotinamide.html
DC Chemicals	DCY-061	http://www.dcchemicals.com//product_show-Nicotinamide.html
Debye Scientific	DB-057754	http://www.debyesci.com/cas_98-92-0.html
EMD Biosciences	481907	http://www.emdbiosciences.com/products/EMD_BIO-481907
EMD Millipore	481907	http://www.emdbiosciences.com/products/EMD_BIO-481907
Enamine	Z33546463	https://www.enaminestore.com/catalog/Z33546463
eNovation Chemicals	D409297	http://www.enovationchem.com/productDetails.asp?productID=D409297
Finetech	FT-0631517	http://www.finetechnology-ind.com/product/All%20product%20List/98-92-0.html
Finetech	FT-0672696	http://www.finetechnology-ind.com/prod/detail/pub/347841-88-7.html
Finetech	FT-0773644	http://www.finetechnology-ind.com/prod/detail/pub/10119-18-3.html
Glentham Life Sciences	GP9253	http://www.glentham.com/products/product/GP9253/
Hairui	HR135206	http://www.hairuichem.com/en/product/98-92-0.html
Lab Network	LN00195184	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00195184
LGC Standards	DRE-A15519500AL-10	https://www.lgcstandards.com/US/en/p/DRE-A15519500AL-10
LGC Standards	DRE-C15519500	https://www.lgcstandards.com/US/en/p/DRE-C15519500
LGC Standards	LGCAMP0552.00-01	https://www.lgcstandards.com/US/en/p/LGCAMP0552.00-01
LGC Standards	LGCFOR0552.00	https://www.lgcstandards.com/US/en/p/LGCFOR0552.00
LGC Standards	MM0552.00-0250	https://www.lgcstandards.com/US/en/p/MM0552.00-0250
Matrix Scientific	139707	https://www.matrixscientific.com/139707.html
mcule	MCULE-3532732201	https://mcule.com/MCULE-3532732201/
MedChem Express	HY-B0150	https://www.medchemexpress.com/Nicotinamide.html
Molcore	MC583359	https://www.molcore.com/product/98-92-0
MuseChem	A000452	https://www.musechem.com/product/A000452.html
Oakwood	239905	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=120904&ExtHyperLink=1
Parchem	11995	http://www.parchem.com/chemical-supplier-distributor/Niacinamide-001995.aspx
Renno Tech	RP18130	http://www.rennotech.com/product_show.asp?id=23996
Sigma-Aldrich	1462006_USP	https://www.sigmaaldrich.com/catalog/product/usp/1462006?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	47865-U_SUPELCO	https://www.sigmaaldrich.com/catalog/product/supelco/47865u?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	72340_SIGMA	https://www.sigmaaldrich.com/catalog/product/sigma/72340?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	72345_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/72345?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	72347_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/72347?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech	S001861	http://www.sinfoobiotech.com/product/1005259
Smolecule	S537140	http://www.smolecule.com/products/s537140
TCI (Tokyo Chemical Industry)	N0078	http://www.tcichemicals.com/eshop/en/us/commodity/N0078/index.html
THE BioTek	bt-277049	https://www.thebiotek.com/product/inhibitors/bt-277049
Tocris	4106	https://www.tocris.com/products/nicotinamide_4106
Vitas-M Laboratory	BBL013003	http://www.request.vitasmlab.biz/index.php?option=com_search_stk&Itemid=22&stk=BBL013003&?utm_source=pubchem&utm_medium=p_search_link&utm_campaign=pubchem_search&utm_content=pubchem_slink
VladaChem	VL143553	https://www.vladachem.com/product.php?products=98-92-0
VladaChem	VL164029	https://www.vladachem.com/product.php?products=98-92-0
VladaChem	VL261825-100G	https://www.vladachem.com/product.php?products=98-92-0
Yuhao Chemical	XJ0261	http://www.chemyuhao.com/98-92-0.html

PubMed

Title	Date	PubMed
Fast hydride transfer in proton-translocating transhydrogenase revealed in a rapid mixing continuous flow device.	2001-11-30	11577115
Identification of a new class of molecules, the arachidonyl amino acids, and characterization of one member that inhibits pain.	2001-11-16	11518719
Contributions of valine-292 in the nicotinamide binding site of liver alcohol dehydrogenase and dynamics to catalysis.	2001-10-23	11601993
Molecular targets for cannabidiol and its synthetic analogues: effect on vanilloid VR1 receptors and on the cellular uptake and enzymatic hydrolysis of anandamide.	2001-10	11606325
Behavioral evidence for the interaction of oleamide with multiple neurotransmitter systems.	2001-10	11561096
NAD+-dependent DNA ligase encoded by a eukaryotic virus.	2001-09-28	11459847
Mycobacterium tuberculosis lipoamide dehydrogenase is encoded by Rv0462 and not by the lpdA or lpdB genes.	2001-09-25	11560483
In vitro and in vivo inhibition of telomerase activity from Chinese hamster V79 cells.	2001-09-21	11563329
13C NMR analysis of electrostatic interactions between NAD+ and active site residues of UDP-galactose 4-epimerase: implications for the activation induced by uridine nucleotides.	2001-09-18	11551228
Lipopolysaccharide downregulates fatty acid amide hydrolase expression and increases anandamide levels in human peripheral lymphocytes.	2001-09-15	11556820
Oxidation of NADH by chloramines and chloramides and its activation by iodide and by tertiary amines.	2001-09-15	11556817
Significance of interferon-gamma in coronary artery bypass surgery.	2001-09-11	11548832
Effect of nicotinamide on the properties of aqueous HPMC solutions.	2001-09-11	11532570
Fatty acid amide hydrolase: biochemistry, pharmacology, and therapeutic possibilities for an enzyme hydrolyzing anandamide, 2-arachidonoylglycerol, palmitoylethanolamide, and oleamide.	2001-09-01	11585048
A dinucleotide repeat polymorphism at the poly(ADP-ribose) polymerase gene is not associated with predisposition to type 1 diabetes in French Caucasians.	2001-09	11591122
Prospects for predicting and stopping the development of type 1 of diabetes.	2001-09	11554777
A possible role of lipoxygenase in the activation of vanilloid receptors by anandamide in the guinea-pig bronchus.	2001-09	11522594
Backbone dynamics in dihydrofolate reductase complexes: role of loop flexibility in the catalytic mechanism.	2001-08-21	11502178
Nicotinamide adenine dinucleotide (NAD) and its metabolites inhibit T lymphocyte proliferation: role of cell surface NAD glycohydrolase and pyrophosphatase activities.	2001-08-15	11489987
Palmitoylethanolamide inhibits the expression of fatty acid amide hydrolase and enhances the anti-proliferative effect of anandamide in human breast cancer cells.	2001-08-15	11485574
Cannabinoid receptors are absent in insects.	2001-08-06	11447587
Ca(2+)-calmodulin antagonist chlorpromazine and poly(ADP-ribose) polymerase modulators 4-aminobenzamide and nicotinamide influence hepatic expression of BCL-XL and P53 and protect against acetaminophen-induced programmed and unprogrammed cell death in mice.	2001-08-01	11461765
Psychrophilic valine dehydrogenase of the antarctic psychrophile, Cytophaga sp. KUC-1: purification, molecular characterization and expression.	2001-08	11502197
Increased plasma tryptophan in HIV-infected patients treated with pharmacologic doses of nicotinamide.	2001-07-13	11448590
Anandamide degradation and N-acylethanolamines level in wild-type and CB1 cannabinoid receptor knockout mice of different ages.	2001-07	11461969
Allosteric activation of pyruvate kinase via NAD+ in rat liver cells.	2001-07	11453987
Characterization of poly(ADP-ribose)polymerase from Crithidia fasciculata: enzyme inhibition by beta-lapachone.	2001-07	11420111
An NMR-based metabonomic approach to the investigation of coelomic fluid biochemistry in earthworms under toxic stress.	2001-06-29	11434921
alpha-Keto heterocycle inhibitors of fatty acid amide hydrolase: carbonyl group modification and alpha-substitution.	2001-06-18	11412972
Erythromycin biosynthesis. The 4-pro-S hydride of NADPH is utilized for ketoreduction by both module 5 and module 6 of the 6-deoxyerythronolide B synthase.	2001-06-18	11412964
Characterization of multicomponent monosaccharide solutions using an enzyme-based sensor array.	2001-06-15	11399030
Progesterone up-regulates anandamide hydrolase in human lymphocytes: role of cytokines and implications for fertility.	2001-06-15	11390466
Molecularly imprinted polymers from nicotinamide and its positional isomers.	2001-06-08	11391785
Probing catalysis by Escherichia coli dTDP-glucose-4,6-dehydratase: identification and preliminary characterization of functional amino acid residues at the active site.	2001-06-05	11380254
[Effect of feeding with a poisonous mushroom Clitocybe acromelalga on the metabolism of tryptophan-niacin in rats].	2001-06	11577392
Effects of dietary pyrazinamide, an antituberculosis agent, on the metabolism of tryptophan to niacin and of tryptophan to serotonin in rats.	2001-06	11471733
Delayed multidose treatment with nicotinamide extends the degree and duration of neuroprotection by reducing infarction and improving behavioral scores up to two weeks following transient focal cerebral ischemia in Wistar rats.	2001-06	11462797
[Ring cleavage of N-arylpyridinium salts by nucleophiles--regioselectivity and stereochemistry of the products. 2].	2001-06	11446163
The structure of Escherichia coli nitroreductase complexed with nicotinic acid: three crystal forms at 1.7 A, 1.8 A and 2.4 A resolution.	2001-05-25	11491290
Antinociceptive activity of the endogenous fatty acid amide, palmitylethanolamide.	2001-05-11	11426841
Dietary vitamin K1 requirement and comparison of biopotency of different vitamin K sources for young turkeys.	2001-05	11372711
Enhanced maturation of porcine neonatal pancreatic cell clusters with growth factors fails to improve transplantation outcome.	2001-04-27	11374418
Elevation of blood NAD level after moderate exercise in young women and mice.	2001-04	11508711
Dose-dependent prophylactic effect of nicorandil, an ATP-sensitive potassium channel opener, on intra-operative myocardial ischaemia in patients undergoing major abdominal surgery.	2001-03	11573520
Evolution of the aldose reductase-related gecko eye lens protein rhoB-crystallin: a sheep in wolf's clothing.	2001-03	11428461
Lessons to be learned from studying Vibrio cholerae in model systems.	2001	11532208
Induction of oxidative stress by homocyst(e)ine impairs endothelial function.	2001	11500925
Prevention of cyclophosphamide-induced accelerated diabetes in the NOD mouse by nicotinamide or a soy protein-based infant formula.	2001	11467420
Update on major trials for the prevention of type 1 diabetes mellitus: the American Diabetes Prevention Trial (DPT-1) and the European Nicotinamide Diabetes Intervention Trial (ENDIT).	2001	11393553
The nitrilase superfamily: classification, structure and function.	2001	11380987

Patents

Sample Use Guides

In Vivo Use Guide

For mild vitamin B3 deficiency, niacin or niacinamide 50-100 mg per day is used. For pellagra in adults, niacin or niacinamide 300-500 mg daily is given in divided doses. For pellagra in children, niacin or niacinamide 100-300 mg daily is given in divided doses. For Hartnup disease, niacin or niacinamide 50-200 mg daily.

Route of Administration: Oral

In Vitro Use Guide

10 mM Niacinamide inhibited Resveratrol-mediated ROS suppression in B16F1 melanoma cells

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:56:04 GMT 2025` Edited by `admin` on `Mon Mar 31 17:56:04 GMT 2025`
Record UNII	25X51I8RD4
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

NIACINAMIDE

Official Name

English

Nicotinamide

Preferred Name

English

TPN COMPONENT NIACINAMIDE

Common Name

English

NIACINAMIDE [HSDB]

Common Name

English

NIACIN (AS NIACINAMIDE) [VANDF]

Common Name

English

NICOTINAMIDE [JAN]

Common Name

English

Nicotinamide [WHO-DD]

Common Name

English

NSC-13128

Code

English

NICOTINAMIDUM

Common Name

English

nicotinamide [INN]

Common Name

English

NIACINAMIDE [USP MONOGRAPH]

Common Name

English

NICOTINAMIDE [EP MONOGRAPH]

Common Name

English

NICOTINAMIDE [WHO-IP]

Common Name

English

NIACINAMID

Common Name

English

NICOTINAMIDE [MART.]

Common Name

English

NICOTINAMIDE [EP IMPURITY]

Common Name

English

NSC-27452

Code

English

NICOTINAMIDE [MI]

Common Name

English

NIACINAMIDE [VANDF]

Common Name

English

NIACINAMIDE [II]

Common Name

English

NIACINAMIDE [USP-RS]

Common Name

English

NIACINAMIDE [FCC]

Common Name

English

NICOTINAMIDUM [WHO-IP LATIN]

Common Name

English

NICOTINAMIDUM [HPUS]

Common Name

English

NIACINAMIDE [ORANGE BOOK]

Common Name

English

Classification Tree Code System Code

WHO-ATC

A11HA01