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Details

Stereochemistry ACHIRAL
Molecular Formula C17H21NO.C4H4O4
Molecular Weight 371.4269
Optical Activity UNSPECIFIED
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of DIPHENHYDRAMINE MALEATE

SMILES

OC(=O)\C=C/C(O)=O.CN(C)CCOC(C1=CC=CC=C1)C2=CC=CC=C2

InChI

InChIKey=HTOPDYMCGZYYAS-BTJKTKAUSA-N
InChI=1S/C17H21NO.C4H4O4/c1-18(2)13-14-19-17(15-9-5-3-6-10-15)16-11-7-4-8-12-16;5-3(6)1-2-4(7)8/h3-12,17H,13-14H2,1-2H3;1-2H,(H,5,6)(H,7,8)/b;2-1-

HIDE SMILES / InChI

Molecular Formula C4H4O4
Molecular Weight 116.0722
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

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

Description

Diphenhydramine is an antihistamine which is used in the combination with naproxen sodium for the relief of occasional sleeplessness when associated with minor aches and pains. Diphenhydramine has a role nighttime sleep-aid and naproxen sodium is a pain reliever. In addition, diphenhydramine used in relieving symptoms in patients with moderate-to-severe seasonal allergic rhinitis. Diphenhydramine acts as an antagonist of histamine H1 receptor. Besides, was shown potential to repurpose diphenhydramine as an anti-melanoma therapeutic agent, it induces melanoma cell apoptosis by suppressing STAT3/MCL-1 survival signaling pathway.

CNS Activity

Originator

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
Palliative
ALEVE PM
PubMed

PubMed

TitleDatePubMed
Clinical pharmacokinetics of H1-receptor antagonists (the antihistamines).
1985 Nov-Dec
Diphenhydramine.
1986 Feb
Diphenhydramine: pharmacokinetics and pharmacodynamics in elderly adults, young adults, and children.
1990 Jul
Evaluation of diphenhydramine in talc induced type 2 diabetes mellitus in Wistar rats.
2018 Jan
A patient with anaphylaxis to diphenhydramine without cross-reactivity to loratadine.
2018 May - Jun
Patents

Patents

Sample Use Guides

In Vivo Use Guide
occasional sleeplessness: do not take more than directed; drink a full glass of water with each dose, adults and children 12 years and over: take 2 caplets at bedtime, do not take more than 2 caplets in 24 hours, if taken with food, this product may take longer to work
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Tue Oct 22 19:49:26 UTC 2019
Edited
by admin
on Tue Oct 22 19:49:26 UTC 2019
Record UNII
54A11R7E1Y
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DIPHENHYDRAMINE MALEATE
Common Name English
ETHANAMINE, 2-(DIPHENYLMETHOXY)-N,N-DIMETHYL-, (2Z)-2-BUTENEDIOATE (1:1)
Systematic Name English
Code System Code Type Description
PUBCHEM
69013022
Created by admin on Tue Oct 22 19:49:27 UTC 2019 , Edited by admin on Tue Oct 22 19:49:27 UTC 2019
PRIMARY
CAS
114402-66-3
Created by admin on Tue Oct 22 19:49:27 UTC 2019 , Edited by admin on Tue Oct 22 19:49:27 UTC 2019
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE
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ACTIVE MOIETY