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Details

Stereochemistry EPIMERIC
Molecular Formula C16H21NO3.ClH
Molecular Weight 311.804
Optical Activity UNSPECIFIED
Defined Stereocenters 3 / 4
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HOMATROPINE HYDROCHLORIDE

SMILES

Cl.CN1[C@H]2CC[C@@H]1C[C@@H](C2)OC(=O)C(O)C3=CC=CC=C3

InChI

InChIKey=FRMDDIJBLQNNTC-RDYJJYPNSA-N
InChI=1S/C16H21NO3.ClH/c1-17-12-7-8-13(17)10-14(9-12)20-16(19)15(18)11-5-3-2-4-6-11;/h2-6,12-15,18H,7-10H2,1H3;1H/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 ClH
Molecular Weight 36.461
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
Bilateral panuveitis in a child with hypohidrotic ectodermal dysplasia.
2002 Sep
Characterizing the subjective, psychomotor, and physiological effects of a hydrocodone combination product (Hycodan) in non-drug-abusing volunteers.
2003 Jan
Familial HLA-A2- and HLA-B7-associated anterior uveitis.
2004 Oct
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
Evaluation of amniotic membrane transplantation as an adjunct to medical therapy as compared with medical therapy alone in acute ocular burns.
2005 Nov
Intramuscular ophthalmic homatropine vs. atropine to prevent lethality in rates with dichlorvos poisoning.
2006 Dec
Homatropine and psychosis in Weill-Marchesani syndrome.
2006 Jul
Efficacy of trypan blue in posterior capsulorhexis with optic capture in pediatric cataracts [ISRCTN48221688].
2006 Mar 16
[Neurotoxic effects induced by the topical administration of cycloplegics. A case report and review of the literature].
2006 Nov 16-30
Pretreating rats with parenteral ophthalmic antimuscarinic agents decreases mortality from lethal organophosphate poisoning.
2007 Apr
Enantioseparation of chiral tropa alkaloids by means of cyclodextrin-modified microemulsion electrokinetic chromatography.
2007 Aug
True moving bed electrophoresis using stepped electric field gradients.
2007 May
Granuloma annulare anterior uveitis.
2008 Jan-Feb
Managing corneal disease: focus on suppurative keratitis.
2009 Dec
Syphilitic palmoplantar keratoderma and ocular disease: a rare combination in an HIV-positive patient.
2009 Dec
Two differing presentations of chronic bilateral anterior uveitis.
2009 Feb
Inhibitory effect of anticholinergics on the contraction of isolated caprine urinary bladder detrusor muscle.
2010 Jul
Acute postoperative endophthalmitis by Gemella haemolysans.
2010 May-Jun
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.
2011 Jul 14
Efficacy assessment of various anticholinergic agents against topical sarin-induced miosis and visual impairment in rats.
2012 Apr
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 17:34:13 GMT 2023
Edited
by admin
on Fri Dec 15 17:34:13 GMT 2023
Record UNII
365MO3S3N9
Record Status Validated (UNII)
Record Version
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Name Type Language
HOMATROPINE HYDROCHLORIDE
MI   WHO-DD  
Common Name English
Homatropine hydrochloride [WHO-DD]
Common Name English
HOMATROPINE HYDROCHLORIDE [MI]
Common Name English
Code System Code Type Description
SMS_ID
100000086686
Created by admin on Fri Dec 15 17:34:13 GMT 2023 , Edited by admin on Fri Dec 15 17:34:13 GMT 2023
PRIMARY
ECHA (EC/EINECS)
211-280-0
Created by admin on Fri Dec 15 17:34:13 GMT 2023 , Edited by admin on Fri Dec 15 17:34:13 GMT 2023
PRIMARY
CAS
637-21-8
Created by admin on Fri Dec 15 17:34:13 GMT 2023 , Edited by admin on Fri Dec 15 17:34:13 GMT 2023
PRIMARY
EVMPD
SUB02531MIG
Created by admin on Fri Dec 15 17:34:13 GMT 2023 , Edited by admin on Fri Dec 15 17:34:13 GMT 2023
PRIMARY
MERCK INDEX
m6038
Created by admin on Fri Dec 15 17:34:13 GMT 2023 , Edited by admin on Fri Dec 15 17:34:13 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID10858796
Created by admin on Fri Dec 15 17:34:13 GMT 2023 , Edited by admin on Fri Dec 15 17:34:13 GMT 2023
PRIMARY
FDA UNII
365MO3S3N9
Created by admin on Fri Dec 15 17:34:13 GMT 2023 , Edited by admin on Fri Dec 15 17:34:13 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE