NICOTINYL ALCOHOL TARTRATE

US Previously Marketed

First approved in 1949

Details

Stereochemistry	ABSOLUTE
Molecular Formula	C6H7NO.C4H6O6
Molecular Weight	259.2127
Optical Activity	UNSPECIFIED
Defined Stereocenters	2 / 2
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OCC1=CN=CC=C1.O[C@H]([C@@H](O)C(O)=O)C(O)=O

InChI

InChIKey=NPORIZAYKBQYLF-LREBCSMRSA-N

InChI=1S/C6H7NO.C4H6O6/c8-5-6-2-1-3-7-4-6;5-1(3(7)8)2(6)4(9)10/h1-4,8H,5H2;1-2,5-6H,(H,7,8)(H,9,10)/t;1-,2-/m.1/s1

HIDE SMILES / InChI

Molecular Formula	C4H6O6
Molecular Weight	150.0868
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	2 / 2
E/Z Centers	0
Optical Activity	UNSPECIFIED

Molecular Formula	C6H7NO
Molecular Weight	109.1259
Charge	0
Count

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

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/13383231 | https://www.ncbi.nlm.nih.gov/pubmed/5621227 | https://www.ncbi.nlm.nih.gov/pubmed/5860388

Nicotinyl alcohol is a direct-acting vasolidator, that may decrease the blood pressure and it is a cholesterol-lowering agent. Nicotinyl alcohol as a tartrate salt led to the efficiency improvements in patients with intermittent claudication. In addition, nicotinyl alcohol alone or associated with other drugs was studied in the treatment of radicular syndromes; and was shown, that the effect had not been due to mechanical compression.

Approval Year

Conditions

Condition	Modality	Targets	Highest Phase	Product
Intermittent claudication 12 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13383231	Primary		Not Provided 511	ronicol Approved Use Unknown
Radicular syndromes 5 Sources: https://www.ncbi.nlm.nih.gov/pubmed/5398437	Primary		Not Provided 511	Unknown Approved Use Unknown

Doses

Dose	Population	Adverse events
600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years Health Status: unhealthy Age Group: 30 - 66 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	Other AEs: Increased appetite, Skin rash... Other AEs: Increased appetite (15%) Skin rash (36%) Itching (37%) Flushing (68%) Nausea (50%) Abdominal pain (15%) Sources: https://pubmed.ncbi.nlm.nih.gov/222145/

AEs

AE	Significance	Dose	Population
Abdominal pain	15%	600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years Health Status: unhealthy Age Group: 30 - 66 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/222145/
Increased appetite	15%	600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years Health Status: unhealthy Age Group: 30 - 66 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/222145/
Skin rash	36%	600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years Health Status: unhealthy Age Group: 30 - 66 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/222145/
Itching	37%	600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years Health Status: unhealthy Age Group: 30 - 66 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/222145/
Nausea	50%	600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years Health Status: unhealthy Age Group: 30 - 66 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/222145/
Flushing	68%	600 mg 2 times / day steady, oral Recommended Dose: 600 mg, 2 times / day Route: oral Route: steady Dose: 600 mg, 2 times / day Sources: https://pubmed.ncbi.nlm.nih.gov/222145/	unhealthy, 30 - 66 years Health Status: unhealthy Age Group: 30 - 66 years Sex: M+F Sources: https://pubmed.ncbi.nlm.nih.gov/222145/

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	NO22409	https://www.001chemical.com/chem/100-55-0
3B Scientific (Wuhan) Corp	3B3-010708	http://www.3bsc.com/index/pro_info.php?id=33201
AA Blocks	AA00004J	http://www.aablocks.com/goods/Goods/detail?id=AA00004J
Aaron Chemicals	AR0000WB	http://www.aaronchem.com/100-55-0
abcr GmbH	AB121175	http://www.abcr.de/shop/en/AB121175
abcr GmbH	AB469464	http://www.abcr.com/shop/en/AB469464
AbMole Bioscience	M5363	http://www.abmole.com/products/3-pyridinemethanol.html
Acadechem	ACDS-028471	http://www.acadechemical.com/product/103170
Accela ChemBio Inc	SY001086	http://www.accelachem.com/cn/search.html?keyword=SY001086&attname=GoodsCode
Achemica	ACMC-1C7ZK	http://www.achemica.com/prodinfo/?id=59873
Achemo Scientific Limited	AC-13420	http://www.achemo.com/search/?Keyword= 100-55-0
Achemtek	0104-017426	http://www.achemtek.com/100-55-0
Acros Organics	AC132000050	https://www.fishersci.com/shop/products/3-hydroxymethyl-pyridine-98-acros-organics/AC132000050
Acros Organics	AC132001000	https://www.fishersci.com/shop/products/3-hydroxymethyl-pyridine-98-acros-organics/AC132001000
Acros Organics	AC132005000	https://www.fishersci.com/shop/products/3-hydroxymethyl-pyridine-98-acros-organics-2/AC132005000
AEchem Scientific Corp., USA	AE045319	http://www.aechemsc.com/info_products/AE045319.php
AHH Chemical co.,ltd	MT-22014	http://www.ahhchemical.com/product/MT-22014.html
AK Scientific, Inc. (AKSCI)	71601	http://www.aksci.com/item_detail.php?cat=71601
Alfa Aesar	A10381	https://www.alfa.com/en/catalog/A10381/
Alfa Chemistry	744221-34-9	https://www.alfa-chemistry.com/cas_744221-34-9.htm
Alichem	24007806	http://www.alichem.com/en/products/100-55-0.html
Allbio Pharm Co., Ltd	AD12516	http://www.allbiopharm.com/product/n/AD12516
Angene	AGN-PC-07Y4V7	http://www.angenechemical.com/productshow/AGN-PC-07Y4V7.html
Anward	ANW-14316	http://www.anward.com/pro_result/13038
Ark Pharm	AK-46173	http://www.arkpharminc.com/products/100-55-0.html
Aurora Fine Chemicals LLC	A00.156.740	http://online.aurorafinechemicals.com/info?ID=A00.156.740
Aurum Pharmatech LLC	M-6218	http://www.Aurumpharmatech.com/Product/ProductDetails/M_6218
BioChemPartner	BCP20084	http://www.biochempartner.com/100-55-0-BCP20084
BioSynth	J-650089	https://www.biosynth.com/en/products/life-science/other-biochemicals/products/J-650089.html
BioSynth	W-108954	https://www.biosynth.com/en/products/chemical-intermediates/basic-intermediates/products/W-108954.html
BLD Pharm	BD89112	http://www.bldpharm.com/products/100-55-0.html
Boerchem	BC209311	http://www.boerchem.com/?product_35498.html
Capot Chemical	11736	http://www.capotchem.com/en/11736.htm
Capot Chemical	PubChem11736	http://www.capotchem.com/en/11736.htm
Chem Scene	CS-4356	http://www.chemscene.com/100-55-0.html
Chemenu	CM102582	http://www.chemenu.com/products/CM102582
ChemMol	1202882	http://www.chemmol.com/chemmol/1202882.html
ChemMol	2100215	http://www.chemmol.com/chemmol/2100215.html
ChemMol	30104754	http://www.chemmol.com/chemmol/30104754.html
ChemMol	44003613	http://www.chemmol.com/chemmol/44003613.html
ChemMol	49417869	http://www.chemmol.com/chemmol/49417869.html
ChemReagents	817441	http://www.chemreagents.com/Product/Product.asp?ProductID=817441
Chemspace	CSSB00000212025	https://chem-space.com/CSSB00000212025
Clearsynth	CS-T-60967	https://www.clearsynth.com/en/CST60967.html
Debye Scientific	DB-012725	http://www.debyesci.com/cas_100-55-0.html
eNovation Chemicals	D383143	http://www.enovationchem.com/productDetails.asp?productID=D383143
eNovation Chemicals	D404346	https://www.enovationchem.com/ProductDetails.asp?ProductID=D404346
eNovation Chemicals	D552480	https://www.enovationchem.com/ProductDetails.asp?ProductID=D552480
Finetech	FT-0674186	http://www.finetechnology-ind.com/prod/detail/pub/258854-74-9.html
Finetech	FT-0674210	http://www.finetechnology-ind.com/prod/detail/pub/1189493-62-6.html
FondChemical	FDB-3102	http://www.fondchemical.com/cpshow_cid_8_pid_2376.html
Glentham Life Sciences	GK4076	http://www.glentham.com/products/product/GK4076/
Hairui	ENJL01103	http://www.hairuichem.com/en/product/100-55-0.html
iChemical	EBD1837862	http://www.ichemical.com/products/100-55-0.html
Lab Network	LN00004460	https://labnetwork.com/frontend-app/p/#!/moleculedetails/LN00004460
Matrix Scientific	119313	https://www.matrixscientific.com/119313.html
mcule	MCULE-4350730997	https://mcule.com/MCULE-4350730997/
MedChem Express	HY-B0893	http://www.medchemexpress.com/3-Pyridinemethanol.html
MIC Scientific	HC150097	http://www.michemical.com/mkdetail.php?id=614
Molcore	CS22409	https://www.molcore.com/product/100-55-0
MuseChem	I000091	https://www.musechem.com/product/I000091.html
Oakwood	208628	http://www.oakwoodchemical.com/ProductsList.aspx?CategoryID=-2&txtSearch=89627&ExtHyperLink=1
Parchem	31701	http://www.parchem.com/chemical-supplier-distributor/3-pyridinemethanol-021701.aspx
Parchem	32720	http://www.parchem.com/chemical-supplier-distributor/3-Piperidine-methanol-022720.aspx
R&D Chemicals	FS011361	http://www.rdchemicals.com/chemicals.php?mode=details&mol_id=579
Renno Tech	RP00469	http://www.rennotech.com/product_show.asp?id=6860
Shanghai Send Pharmaceutical Technology Co., Ltd	send36076	http://shsendpharm.com/
Sigma-Aldrich	43045_SIAL	https://www.sigmaaldrich.com/catalog/product/sial/43045?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	P66807_ALDRICH	https://www.sigmaaldrich.com/catalog/product/aldrich/p66807?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sigma-Aldrich	V900526_VETEC	https://www.sigmaaldrich.com/catalog/product/vetec/v900526?utm_source=pubchem&utm_campaign=pubchem_2017&utm_medium=referral
Sinfoo Biotech	S012814	http://www.sinfoobiotech.com/product/1016212
TCI (Tokyo Chemical Industry)	P0555	http://www.tcichemicals.com/eshop/en/us/commodity/P0555/index.html
THE BioTek	bt-253009	https://www.thebiotek.com/product/inhibitors/bt-253009
Vesino Industrial Co Ltd	VZ27242	http://www.vsnchem.com/goto/product/40219/
VladaChem	VL275315-100G	https://www.vladachem.com/product.php?products=100-55-0
Yuhao Chemical	HL1274	http://www.chemyuhao.com/100-55-0.html

PubMed

Title	Date	PubMed
Copper (II) complexes of the anti-inflammatory drug naproxen and 3-pyridylmethanol as auxiliary ligand. Characterization, superoxide dismutase and catecholase--mimetic activities.	2010-09	20605277
Noncovalent synthesis of hierarchical zinc phosphates from a single Zn(4)O(12)P(4) double-four-ring building block: dimensionality control through the choice of auxiliary ligands.	2010-01-18	19902438
The role of p53 in the cellular toxicity by active trans-platinum complexes containing isopropylamine and hydroxymethylpyridine.	2010-01	19853978
Synthesis and Structural Characterization of a Metal Cluster and a Coordination Polymer Based on the [Mn(6)(mu(4)-O)(2)] Unit.	2010	20634987
A rapid and sensitive method for the simultaneous analysis of aliphatic and polar molecules containing free carboxyl groups in plant extracts by LC-MS/MS.	2009-11-25	19939243
Development of molecularly imprinted polymers as tailored templates for the solid-state [2+2] photodimerization.	2009-11-15	19269158
Oxidation of alcohols using a manganese (II) complex based on a pentakis benzimidazole amide ligand.	2009-10-01	19660981
Characterization of a rat NADPH-dependent aldo-keto reductase (AKR1B13) induced by oxidative stress.	2009-03-16	18845131
Equilibria of 3-pyridylmethanol with copper(II). A comparative electron spin resonance study by the decomposition of spectra in liquid and frozen solutions.	2008-10-16	18781728
Improved synthesis of histone deacetylase inhibitors (HDIs) (MS-275 and CI-994) and inhibitory effects of HDIs alone or in combination with RAMBAs or retinoids on growth of human LNCaP prostate cancer cells and tumor xenografts.	2008-03-15	18166465
catena-Poly[[bis-[2-(2,3-dimethyl-anilino)benzoato-κO]cadmium(II)]-di-μ-3-pyridylmethanol-κN:O;κO:N].	2008-02-06	21201841
Enzymatic oxidation of NADP+ to its 4-oxo derivative is a side-reaction displayed only by the adrenodoxin reductase type of ferredoxin-NADP+ reductases.	2007-08	17635583
catena-Poly[[tetrakis(mu-propionato-kappa(2)O:O')dicopper(II)]-mu-3-pyridylmethanol-kappa(2)N:O-[bis(propionato-kappaO)bis(3-pyridylmethanol-kappaN)copper(II)]-mu-3-pyridylmethanol-kappaO:N].	2007-03	17339704
Picolinyl ester fragmentation mechanism studies with application to the identification of acylcarnitine acyl groups following transesterification.	2006-11	16904336
Reaction of the tobacco alkaloid myosmine with hydrogen peroxide.	2006-01	16411668
Metabolism of myosmine in Wistar rats.	2005-11	16079272
Importance of free fatty acids as a determinant of myocardial oxygen consumption and myocardial ischemic injury during norepinephrine infusion in dogs.	1974-05	4825226

Patents

Sample Use Guides

In Vivo Use Guide

25 mg tablet 4 times a daily

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Mon Mar 31 17:57:44 GMT 2025` Edited by `admin` on `Mon Mar 31 17:57:44 GMT 2025`
Record UNII	5G605ZIE90
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

NICOTINYL TARTRATE

Preferred Name

English

NICOTINYL ALCOHOL TARTRATE

Systematic Name

English

3-(HYDROXYMETHYL)PYRIDINE TARTRATE

Systematic Name

English

NSC-147492

Code

English

NICOTINYL ALCOHOL D-TARTRATE [MI]

Common Name

English

3-PYRIDINEMETHANOL, (R-(R*,R*))-2,3-DIHYDROXYBUTANEDIOATE (1:1) (SALT)

Common Name

English

3-PYRIDYLMETHANOL-(RR)-HYDROGENTARTRATE

Common Name

English

NICOTINYL ALCOHOL TARTRATE [MART.]

Common Name

English

NICOTINYL ALCOHOL TARTRATE [VANDF]

Common Name

English

3-PYRIDINEMETHANOL TARTRATE (1:1) SALT

Common Name

English

NICOTINYL ALCOHOL D-TARTRATE

Systematic Name

English

Nicotinyl tartrate [WHO-DD]

Common Name

English

NICOTINYL ALCOHOL TARTRATE [JAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29707