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Details

Stereochemistry ACHIRAL
Molecular Formula C22H24N2O2
Molecular Weight 348.4382
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 2
Charge 0

SHOW SMILES / InChI
Structure of ACRIVASTINE

SMILES

CC1=CC=C(C=C1)C(=C/CN2CCCC2)\C3=CC=CC(\C=C\C(O)=O)=N3

InChI

InChIKey=PWACSDKDOHSSQD-IUTFFREVSA-N
InChI=1S/C22H24N2O2/c1-17-7-9-18(10-8-17)20(13-16-24-14-2-3-15-24)21-6-4-5-19(23-21)11-12-22(25)26/h4-13H,2-3,14-16H2,1H3,(H,25,26)/b12-11+,20-13+

HIDE SMILES / InChI

Molecular Formula C22H24N2O2
Molecular Weight 348.4382
Charge 0
Count
MOL RATIO 1 MOL RATIO (average)
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 2
Optical Activity NONE

Description

Acrivastine is a triprolidine analog antihistamine indicated for the treatment of allergies and hay fever. As an H1 receptor antagonist, it functions by blocking the action of histamine at this receptor thereby preventing the symptoms associated with histamine release such as pruritis, vasodilation, hypotension, edema, bronchoconstriction, and tachycardia. Acrivastine is currently available in combination with pseudoephedrine as the FDA-approved product Semprex-D. It’s used for the relief of symptoms associated with seasonal allergic rhinitis such as sneezing, rhinorrhea, pruritus, lacrimation, and nasal congestion. Acrivastine, a structural analog of triprolidine hydrochloride, exhibits H1-antihistaminic activity in isolated tissues, animals, and humans, and has sedative effects in humans. The propionic acid derivative of acrivastine is a metabolite in several animal species (as well as in man) and also exhibits H1-antihistaminic activity.

CNS Activity

Approval Year

Targets

Primary TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
SEMPREX-D

Cmax

ValueDoseCo-administeredAnalytePopulation
227 ng/mL
8 mg 4 times / day steady-state, oral
ACRIVASTINE plasma
Homo sapiens
220 μg/L
16 mg single, oral
ACRIVASTINE plasma
Homo sapiens

AUC

ValueDoseCo-administeredAnalytePopulation
650 μg × h/L
16 mg single, oral
ACRIVASTINE plasma
Homo sapiens

T1/2

ValueDoseCo-administeredAnalytePopulation
3.5 h
8 mg 4 times / day steady-state, oral
ACRIVASTINE plasma
Homo sapiens

Funbound

ValueDoseCo-administeredAnalytePopulation
50%
8 mg 4 times / day steady-state, oral
ACRIVASTINE plasma
Homo sapiens

Doses

Overview

CYP3A4CYP2C9CYP2D6hERG

OverviewOther

Other InhibitorOther SubstrateOther Inducer


Drug as victim

Tox targets

PubMed

Sample Use Guides

In Vivo Use Guide
The recommended dosage for adults and adolescents 12 years and older is one capsule administered orally, every 4 to 6 hours four times a day.
Route of Administration: Oral
In Vitro Use Guide
Unknown
Substance Class Chemical
Record UNII
A20F9XAI7W
Record Status Validated (UNII)
Record Version