U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry EPIMERIC
Molecular Formula C16H21NO3.C8H6O4
Molecular Weight 441.4737
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HOMATROPINE TEREPHTHALATE

SMILES

OC(=O)C1=CC=C(C=C1)C(O)=O.CN2[C@H]3CC[C@@H]2C[C@@H](C3)OC(=O)C(O)C4=CC=CC=C4

InChI

InChIKey=GZOBYLKCMLZSCM-RDYJJYPNSA-N
InChI=1S/C16H21NO3.C8H6O4/c1-17-12-7-8-13(17)10-14(9-12)20-16(19)15(18)11-5-3-2-4-6-11;9-7(10)5-1-2-6(4-3-5)8(11)12/h2-6,12-15,18H,7-10H2,1H3;1-4H,(H,9,10)(H,11,12)/t12-,13+,14+,15?;

HIDE SMILES / InChI

Molecular Formula C8H6O4
Molecular Weight 166.1308
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C16H21NO3
Molecular Weight 275.3428
Charge 0
Count
Stereochemistry EPIMERIC
Additional Stereochemistry No
Defined Stereocenters 3 / 4
E/Z Centers 0
Optical Activity UNSPECIFIED

Homatropine (used in a form of bromide or methylbromide salts) is an analogue of atropine, which acts as an antagonist of muscarinic receptors. Homatropine was approved for the treatment of cough in combination with hydrocodone bitartrate.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
HYDROCODONE BITARTRATE AND HOMATROPINE METHYLBROMIDE

Approved Use

Hydrocodone bitartrate and homatropine methylbromide syrup is indicated for the symptomatic relief of cough.

Launch Date

4.15497585E11
PubMed

PubMed

TitleDatePubMed
Buspirone, but not sumatriptan, induces miosis in humans: relevance for a serotoninergic pupil control.
1995 Mar
Herpes simplex virus type 1 associated acute retinal necrosis following encephalitis.
2001
[Neurological manifestations in the intoxication of infants by dimethicone combined with homatropine: report of 6 cases].
2001 Jun
Topical ketorolac tromethamine 0.5% versus diclofenac sodium 0.1% to inhibit miosis during cataract surgery.
2002 Mar
Microbial keratitis and vision loss with contact lenses.
2003 Jan
Acute posterior multifocal placoid pigment epitheliopathy after meningococcal C conjugate vaccine.
2005 Apr
Frontotemporal dementia with co-occurrence of astrocytic plaques and tufted astrocytes, and severe degeneration of the cerebral white matter: a variant of corticobasal degeneration?
2005 Mar
Enantioseparation of chiral tropa alkaloids by means of cyclodextrin-modified microemulsion electrokinetic chromatography.
2007 Aug
Metoclopramide protection of diazinon-induced toxicosis in chickens.
2007 Sep
Acute retinal necrosis complicating chickenpox in a healthy adult--a case report and review of literature.
2007 Spring
Managing corneal disease: focus on suppurative keratitis.
2009 Dec
Keratouveitis caused by Euphorbia plant sap.
2009 Jul-Aug
The endogenous cannabinoid, anandamide, inhibits dopamine transporter function by a receptor-independent mechanism.
2010 Mar
Refractive error and visual functions in children with special needs compared with the first grade school students in oman.
2010 Oct
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
Patents

Sample Use Guides

Adults and Adolescents 12 Years of Age and Older: 1 tablet or 5 mL (1 teaspoonful) of the oral solution every 4 to 6 hours as needed; do not exceed 6 tablets or 30 mL (6 teaspoonfuls) in 24 hours. Children 6 to 11 Years of Age: 1/2 tablet or 2.5 mL (1/2 teaspoonful) of the oral solution every 4 to 6 hours as needed; do not exceed 3 tablets or 15 mL (3 teaspoonfuls) in 24 hours.
Route of Administration: Oral
Isolated caprine urinary bladder detrusor muscle strips were incubated with homatropine at 5 uM after being contracted with 100 mum acetylcholine. The drug inhibited the ACh-induced contraction of the caprine detrusor and that this inhibition was reversed by raising the concentration of ACh.
Substance Class Chemical
Created
by admin
on Fri Dec 15 15:19:54 UTC 2023
Edited
by admin
on Fri Dec 15 15:19:54 UTC 2023
Record UNII
UWG9VR2QJC
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
HOMATROPINE TEREPHTHALATE
WHO-DD  
Common Name English
Homatropine terephthalate [WHO-DD]
Common Name English
1,4-BENZENEDICARBOXYLIC ACID, COMPD. WITH ENDO-8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL .ALPHA.-HYDROXYBENZENEACETATE (1:1)
Common Name English
Code System Code Type Description
CAS
25442-86-8
Created by admin on Fri Dec 15 15:19:54 UTC 2023 , Edited by admin on Fri Dec 15 15:19:54 UTC 2023
PRIMARY
PUBCHEM
71587072
Created by admin on Fri Dec 15 15:19:54 UTC 2023 , Edited by admin on Fri Dec 15 15:19:54 UTC 2023
PRIMARY
EVMPD
SUB02532MIG
Created by admin on Fri Dec 15 15:19:54 UTC 2023 , Edited by admin on Fri Dec 15 15:19:54 UTC 2023
PRIMARY
FDA UNII
UWG9VR2QJC
Created by admin on Fri Dec 15 15:19:54 UTC 2023 , Edited by admin on Fri Dec 15 15:19:54 UTC 2023
PRIMARY
SMS_ID
100000086706
Created by admin on Fri Dec 15 15:19:54 UTC 2023 , Edited by admin on Fri Dec 15 15:19:54 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY