DIPHENHYDRAMINE

U.S. Department of Health & Human Services Divider Arrow

National Institutes of Health Divider Arrow

NCATS

Details

Stereochemistry	ACHIRAL
Molecular Formula	C17H21NO
Molecular Weight	255.3547
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of DIPHENHYDRAMINE

Structure Search

SMILES

CN(C)CCOC(C1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=ZZVUWRFHKOJYTH-UHFFFAOYSA-N

InChI=1S/C17H21NO/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16/h3-12,17H,13-14H2,1-2H3

HIDE SMILES / InChI

Molecular Formula	C17H21NO
Molecular Weight	255.3547
Charge	0
Count

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

Approval Year

Substance Class	Chemical Created by `admin` on `Fri Dec 15 17:42:07 UTC 2023` Edited by `admin` on `Fri Dec 15 17:42:07 UTC 2023`
Record UNII	8GTS82S83M
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

DIPHENHYDRAMINE

Official Name

English

diphenhydramine [INN]

Common Name

English

DIPHENHYDRAMINE [JAN]

Common Name

English

DIPHENHYDRAMINE [MI]

Common Name

English

2-(DIPHENYLMETHOXY)-N,N-DIMETHYLETHYLAMINE

Systematic Name

English

ORPHENADRINE CITRATE IMPURITY D [EP IMPURITY]

Common Name

English

RESTAMIN

Brand Name

English

DIPHENHYDRAMINE [MART.]

Common Name

English

Diphenhydramine [WHO-DD]

Common Name

English

ETHANAMINE, 2-(DIPHENYLMETHOXY)-N,N-DIMETHYL-

Systematic Name

English

DIPHENHYDRAMINE [HSDB]

Common Name

English

ORPHENADRINE IMPURITY D

Common Name

English

DIPHENHYDRAMINE [VANDF]

Common Name

English

DIPHENHDYRA [VANDF]

Common Name

English

Classification Tree Code System Code

WHO-VATC

QD04AA32

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

WHO-VATC

QR06AA52

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

WHO-VATC

QR06AA02

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

NDF-RT

N0000175587

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

WHO-ATC

R06AA02

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

WHO-ATC

R06AA52

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

LIVERTOX

NBK548470

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

NDF-RT

N0000000190

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

NCI_THESAURUS

C267

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

NCI_THESAURUS

C29578

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

WHO-ATC

D04AA32

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

Code System Code Type Description

DAILYMED

8GTS82S83M

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

EVMPD

SUB07211MIG

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

DRUG CENTRAL

916

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

MERCK INDEX

m4609

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

Merck Index

INN

1774

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

SMS_ID

100000090257

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

IUPHAR

1224

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

ChEMBL

CHEMBL657

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

LACTMED

Diphenhydramine

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

EPA CompTox

DTXSID4022949

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

RXCUI

3498

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

RxNorm

ECHA (EC/EINECS)

200-396-7

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

PUBCHEM

3100

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

CAS

58-73-1

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

DRUG BANK

DB01075

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

WIKIPEDIA

DIPHENHYDRAMINE

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

MESH

D004155

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

NCI_THESAURUS

C61728

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

CHEBI

4636

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

FDA UNII

8GTS82S83M

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

HSDB

3066

Created by admin on Fri Dec 15 17:42:07 UTC 2023 , Edited by admin on Fri Dec 15 17:42:07 UTC 2023

PRIMARY

Related Record Type Details


					OPI52249ZG

DIPHENHYDRAMINE TANNATE

SALT/SOLVATE -> PARENT


					WWI80U0EMC

DIMENHYDRINATE HYDROCHLORIDE

SALT/SOLVATE -> PARENT


					54A11R7E1Y

DIPHENHYDRAMINE MALEATE

SALT/SOLVATE -> PARENT


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> SUBSTRATE

Comments:

N-demethylation of diphenhydramine is mainly catalyzed by CYP2D6 as a high-affinity P450 isozyme at a clinically relevant concentration.

Interaction Type:

MAJOR


					482M00274D

OCT-2

TRANSPORTER -> INHIBITOR


					28XBT591QG

HISTAMINE H1 RECEPTOR

TARGET -> INHIBITOR


					4OD433S209

DIPHENHYDRAMINE CITRATE

SALT/SOLVATE -> PARENT


					081I12ZA58

CYTOCHROME P450 2C19

METABOLIC ENZYME -> SUBSTRATE

Comments:

CYP1A2, CYP2C9, and CYP2C19 are involved in the metabolism of diphenhydramine as low-affinity P450 isozymes.


					6NP3XSMIP3

MULTIDRUG AND TOXIN EXTRUSION PROTEIN 1

TRANSPORTER -> INHIBITOR


					8E4LAA4357

CYTOCHROME P450 2D6

METABOLIC ENZYME -> INHIBITOR

Interaction Type:

POTENT


					ONY583280Z

OCT-1

TRANSPORTER -> INHIBITOR


					4007E25Z4Z

OCT-3

TRANSPORTER -> INHIBITOR


					L9DP834D1P

CYTOCHROME P450 2C9

METABOLIC ENZYME -> SUBSTRATE

Comments:

CYP1A2, CYP2C9, and CYP2C19 are involved in the metabolism of diphenhydramine as low-affinity P450 isozymes.


					JB937PER5C

SALT/SOLVATE -> PARENT


					F3D8G86A29

SALT/SOLVATE -> PARENT


					3E2CN035LB

DIPHENHYDRAMINE LAURYLSULFATE

SALT/SOLVATE -> PARENT


					TC2D6JAD40

DIPHENHYDRAMINE HYDROCHLORIDE

SALT/SOLVATE -> PARENT


					VK4SQL11C0

CYTOCHROME P450 1A2

METABOLIC ENZYME -> SUBSTRATE

Comments:

CYP1A2, CYP2C9, and CYP2C19 are involved in the metabolism of diphenhydramine as low-affinity P450 isozymes.


					707L3YC54L

DIPHENHYDRAMINE SALICYLATE

SALT/SOLVATE -> PARENT


					97H5S09M4T

SALT/SOLVATE -> PARENT


					B46KUN2O9L

MATE-2

TRANSPORTER -> INHIBITOR


					JB937PER5C

SUBSTANCE->BASIS OF STRENGTH

Related Record Type Details


					5EX98UAT82

BENZHYDRYLOXYACETIC ACID

METABOLITE -> PARENT


					5SFV0923XI

Nordiphenhydramine

METABOLITE -> PARENT

Amount:


					YCO6ZP0WF3

DINORDIPHENHYDRAMINE

METABOLITE -> PARENT

Related Record Type Details


					X0A40N8I4S

ORPHENADRINE CITRATE

PARENT -> IMPURITY

Interaction Type:

CHROMATOGRAPHIC PURITY (HPLC/UV)

Qualification:

EP

Amount:

Related Record Type Details


					8GTS82S83M

DIPHENHYDRAMINE

ACTIVE MOIETY