HOMATROPINE HYDROBROMIDE

US Previously Marketed

First marketed in 1921

Details

Stereochemistry	EPIMERIC
Molecular Formula	C16H21NO3.BrH
Molecular Weight	356.255
Optical Activity	UNSPECIFIED
Defined Stereocenters	3 / 4
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

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

InChI

InChIKey=DWSGTFTVBLXELC-RDYJJYPNSA-N

InChI=1S/C16H21NO3.BrH/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	BrH
Molecular Weight	80.912
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

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
Herpes simplex virus type 1 associated acute retinal necrosis following encephalitis.	2001	11756904
Tris(2,2'-bipyridine)ruthenium(II) electrogenerated chemiluminescence of alkaloid type drugs with solid phase extraction sample preparation.	2001 Jan	11205508
Microbial keratitis and vision loss with contact lenses.	2003 Jan	12772749
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
Evaluation of amniotic membrane transplantation as an adjunct to medical therapy as compared with medical therapy alone in acute ocular burns.	2005 Nov	16198422
Homatropine and psychosis in Weill-Marchesani syndrome.	2006 Jul	16832313
Enantioseparation of chiral tropa alkaloids by means of cyclodextrin-modified microemulsion electrokinetic chromatography.	2007 Aug	17592616
Metoclopramide protection of diazinon-induced toxicosis in chickens.	2007 Sep	17679771
First aid for complications of infectious keratitis.	2008 May-Jun	18417823
Syphilitic palmoplantar keratoderma and ocular disease: a rare combination in an HIV-positive patient.	2009 Dec	20166572
Is homatropine 5% effective in reducing pain associated with corneal abrasion when compared with placebo? A randomized controlled trial.	2010 Dec	21143399
Inhibitory effect of anticholinergics on the contraction of isolated caprine urinary bladder detrusor muscle.	2010 Jul	20085574
The endogenous cannabinoid, anandamide, inhibits dopamine transporter function by a receptor-independent mechanism.	2010 Mar	20050977
Profiling of a prescription drug library for potential renal drug-drug interactions mediated by the organic cation transporter 2.	2011 Jul 14	21599003

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 15:12:04 GMT 2023` Edited by `admin` on `Fri Dec 15 15:12:04 GMT 2023`
Record UNII	BEW7469QZ0
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HOMATROPINE HYDROBROMIDE

Common Name

English

HOMATROPINE HYDROBROMIDE [WHO-IP]

Common Name

English

HOMATROPINE HYDROBROMIDE [EP MONOGRAPH]

Common Name

English

HOMATROPINE HYDROBROMIDE [VANDF]

Common Name

English

HOMATROPINE HYDROBROMIDE [USP MONOGRAPH]

Common Name

English

BENZENEACETIC ACID, .ALPHA.-HYDROXY-, 8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL ESTER, HYDROBROMIDE, ENDO-(±)-

Common Name

English

HOMATROPINI HYDROBROMIDUM [WHO-IP LATIN]

Common Name

English

BENZENEACETIC ACID, .ALPHA.-HYDROXY-, 8-METHYL-8-AZABICYCLO(3.2.1)OCT-3-YL ESTER, HBR, ENDO-(±)-

Common Name

English

HOMATROPINE HYDROBROMIDE [MART.]

Common Name

English

Homatropine hydrobromide [WHO-DD]

Common Name

English

HOMATROPINE HYDROBROMIDE [JAN]

Common Name

English

HOMATROPINE HYDROBROMIDE [MI]

Common Name

English

NSC-757047

Code

English

HOMATROPINE HYDROBROMIDE [USP-RS]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C29704