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

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

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

1983
PubMed

PubMed

TitleDatePubMed
Efficacy assessment of various anticholinergic agents against topical sarin-induced miosis and visual impairment in rats.
2012-04
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011-07-14
Is homatropine 5% effective in reducing pain associated with corneal abrasion when compared with placebo? A randomized controlled trial.
2010-12
Refractive error and visual functions in children with special needs compared with the first grade school students in oman.
2010-10
Homocysteinethiolactone and paraoxonase: novel markers of diabetic retinopathy.
2010-09
Inhibitory effect of anticholinergics on the contraction of isolated caprine urinary bladder detrusor muscle.
2010-07
Acute postoperative endophthalmitis by Gemella haemolysans.
2010-04-24
Tubulointerstitial nephritis with uveitis syndrome: A case report and review of literature.
2010-04
The endogenous cannabinoid, anandamide, inhibits dopamine transporter function by a receptor-independent mechanism.
2010-03
LC-ESI MS/MS quantification of atropine and six other antimuscarinic tropane alkaloids in plasma.
2010-01
Adverse drug effects in hospitalized elderly: data from the healthcare cost and utilization project.
2010
Current approach in the diagnosis and management of panuveitis.
2009-12-24
Managing corneal disease: focus on suppurative keratitis.
2009-12
Syphilitic palmoplantar keratoderma and ocular disease: a rare combination in an HIV-positive patient.
2009-12
Keratouveitis caused by Euphorbia plant sap.
2009-07-04
Role of the bed nucleus of the stria terminalis in the cardiovascular responses to acute restraint stress in rats.
2009-05
Two differing presentations of chronic bilateral anterior uveitis.
2009-02
Peripheral ulcerative keratitis with bilateral optic nerve involvement as an initial presentation of acute lymphocytic leukemia in an adult.
2009-02
Hypotony maculopathy in a patient with HLA-B27-associated uveitis.
2008-06-24
Voriconazole for the treatment of refractory Aspergillus fumigatus keratitis.
2008-04-18
First aid for complications of infectious keratitis.
2008-04-18
Granuloma annulare anterior uveitis.
2008-04-02
Capillary electrophoresis of tropane alkaloids and glycoalkaloids occurring in Solanaceae plants.
2008
An "epidemic" of post cataract surgery endophthalmitis by a new organism.
2007-10-24
Metoclopramide protection of diazinon-induced toxicosis in chickens.
2007-09
Enantioseparation of chiral tropa alkaloids by means of cyclodextrin-modified microemulsion electrokinetic chromatography.
2007-08
True moving bed electrophoresis using stepped electric field gradients.
2007-05
Pretreating rats with parenteral ophthalmic antimuscarinic agents decreases mortality from lethal organophosphate poisoning.
2007-04
Increasing the scale of true moving bed electrophoretic separations using filtration to reduce solvent volumetric flows between sections II and III.
2007-01-05
Acute retinal necrosis complicating chickenpox in a healthy adult--a case report and review of literature.
2007
Intramuscular ophthalmic homatropine vs. atropine to prevent lethality in rates with dichlorvos poisoning.
2006-12
Role of the medial prefrontal cortex in cardiovascular responses to acute restraint in rats.
2006-11-17
[Neurotoxic effects induced by the topical administration of cycloplegics. A case report and review of the literature].
2006-11-14
Homatropine and psychosis in Weill-Marchesani syndrome.
2006-07
Efficacy of trypan blue in posterior capsulorhexis with optic capture in pediatric cataracts [ISRCTN48221688].
2006-03-16
Evaluation of amniotic membrane transplantation as an adjunct to medical therapy as compared with medical therapy alone in acute ocular burns.
2005-11
Dense membrane formation after combined phacoemulsification-trabeculectomy surgery.
2005-06
Acute posterior multifocal placoid pigment epitheliopathy after meningococcal C conjugate vaccine.
2005-04
Frontotemporal dementia with co-occurrence of astrocytic plaques and tufted astrocytes, and severe degeneration of the cerebral white matter: a variant of corticobasal degeneration?
2005-03
Familial HLA-A2- and HLA-B7-associated anterior uveitis.
2004-10
Multifocal choroiditis--an unusual finding in Crohn's disease.
2004-08-18
Corneal topographic changes following retinal surgery.
2004-08-03
Human carboxylesterase 1: from drug metabolism to drug discovery.
2003-06
Structural basis of heroin and cocaine metabolism by a promiscuous human drug-processing enzyme.
2003-05
Tubulointerstitial nephritis and uveitis syndrome.
2003-04
Microbial keratitis and vision loss with contact lenses.
2003-01
Characterizing the subjective, psychomotor, and physiological effects of a hydrocodone combination product (Hycodan) in non-drug-abusing volunteers.
2003-01
Scavenging of photogenerated oxidative species by antimuscarinic drugs: atropine and derivatives.
2002
Buspirone, but not sumatriptan, induces miosis in humans: relevance for a serotoninergic pupil control.
1995-03
Anticholinergic delirium caused by topical homatropine ophthalmologic solution: confirmation by anticholinergic radioreceptor assay in two cases.
1992
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 Mon Mar 31 17:54:15 GMT 2025
Edited
by admin
on Mon Mar 31 17:54:15 GMT 2025
Record UNII
UWG9VR2QJC
Record Status Validated (UNII)
Record Version
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Name Type Language
1,4-BENZENEDICARBOXYLIC ACID, COMPD. WITH ENDO-8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL .ALPHA.-HYDROXYBENZENEACETATE (1:1)
Preferred Name English
HOMATROPINE TEREPHTHALATE
WHO-DD  
Common Name English
Homatropine terephthalate [WHO-DD]
Common Name English
Code System Code Type Description
CAS
25442-86-8
Created by admin on Mon Mar 31 17:54:15 GMT 2025 , Edited by admin on Mon Mar 31 17:54:15 GMT 2025
PRIMARY
PUBCHEM
71587072
Created by admin on Mon Mar 31 17:54:15 GMT 2025 , Edited by admin on Mon Mar 31 17:54:15 GMT 2025
PRIMARY
EVMPD
SUB02532MIG
Created by admin on Mon Mar 31 17:54:15 GMT 2025 , Edited by admin on Mon Mar 31 17:54:15 GMT 2025
PRIMARY
FDA UNII
UWG9VR2QJC
Created by admin on Mon Mar 31 17:54:15 GMT 2025 , Edited by admin on Mon Mar 31 17:54:15 GMT 2025
PRIMARY
SMS_ID
100000086706
Created by admin on Mon Mar 31 17:54:15 GMT 2025 , Edited by admin on Mon Mar 31 17:54:15 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
Related Record Type Details
ACTIVE MOIETY