HOMATROPINE

US Previously Marketed

First marketed in 1921

Details

Stereochemistry	EPIMERIC
Molecular Formula	C16H21NO3
Molecular Weight	275.3428
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=ZTVIKZXZYLEVOL-MCOXGKPRSA-N

InChI=1S/C16H21NO3/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/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

Description
Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2017/005213s038lbl.pdf

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.

CNS Activity

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Muscarinic acetylcholine receptor 160 Target ID: CHEMBL2094109 Sources: http://downloads.lww.com/wolterskluwer_vitalstream_com/sample-content/9780781789134_Rosenfeld/samples/Chapter_02.pdf	Antagonist 2778

Conditions

Condition	Modality	Targets	Highest Phase	Product
Cough 106 Sources: https://www.accessdata.fda.gov/drugsatfda_docs/label/2017/005213s038lbl.pdf	Palliative		Approved 8429	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

Title	Date	PubMed
Anticholinergic delirium caused by topical homatropine ophthalmologic solution: confirmation by anticholinergic radioreceptor assay in two cases.	1992 Spring	1627983
Tris(2,2'-bipyridine)ruthenium(II) electrogenerated chemiluminescence of alkaloid type drugs with solid phase extraction sample preparation.	2001 Jan	11205508
[Neurological manifestations in the intoxication of infants by dimethicone combined with homatropine: report of 6 cases].	2001 Jun	11400033
Topical ketorolac tromethamine 0.5% versus diclofenac sodium 0.1% to inhibit miosis during cataract surgery.	2002 Mar	11973101
Structural basis of heroin and cocaine metabolism by a promiscuous human drug-processing enzyme.	2003 May	12679808
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	15841415
Homatropine and psychosis in Weill-Marchesani syndrome.	2006 Jul	16832313
Efficacy of trypan blue in posterior capsulorhexis with optic capture in pediatric cataracts [ISRCTN48221688].	2006 Mar 16	16539738
Role of the medial prefrontal cortex in cardiovascular responses to acute restraint in rats.	2006 Nov 17	16938408
Enantioseparation of chiral tropa alkaloids by means of cyclodextrin-modified microemulsion electrokinetic chromatography.	2007 Aug	17592616
Increasing the scale of true moving bed electrophoretic separations using filtration to reduce solvent volumetric flows between sections II and III.	2007 Jan 5	17097668
Metoclopramide protection of diazinon-induced toxicosis in chickens.	2007 Sep	17679771
First aid for complications of infectious keratitis.	2008 May-Jun	18417823
Managing corneal disease: focus on suppurative keratitis.	2009 Dec	20212926
Syphilitic palmoplantar keratoderma and ocular disease: a rare combination in an HIV-positive patient.	2009 Dec	20166572
Tubulointerstitial nephritis with uveitis syndrome: A case report and review of literature.	2010 Apr	20835328
Efficacy assessment of various anticholinergic agents against topical sarin-induced miosis and visual impairment in rats.	2012 Apr	22247005

Patents

Sample Use Guides

In Vivo Use Guide

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

In Vitro Use Guide

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 17:32:25 GMT 2023` Edited by `admin` on `Fri Dec 15 17:32:25 GMT 2023`
Record UNII	8QS6WCL55Z
Record Status	`Validated (UNII)`
Record Version

Download

Name

Type

Language

HOMATROPINE

Common Name

English

BENZENEACETIC ACID, .ALPHA.-HYDROXY-, 8-METHYL-8-AZABICYCLO(.2.1)OCT-3-YL ESTER

Common Name

English

HOMATROPINE METHYLBROMIDE IMPURITY B [EP IMPURITY]

Common Name

English

HOMATROPINE [MART.]

Common Name

English

HOMATROPINE [MI]

Common Name

English

HOMATROPINE [VANDF]

Common Name

English

Homatropine [WHO-DD]

Common Name

English

HOMATROPINE HYDROBROMIDE IMPURITY A [EP IMPURITY]

Common Name

English

Classification Tree Code System Code

NDF-RT

N0000000104