DEMECARIUM BROMIDE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C32H52N4O4.2Br
Molecular Weight	716.588
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[Br-].[Br-].CN(CCCCCCCCCCN(C)C(=O)OC1=CC=CC(=C1)[N+](C)(C)C)C(=O)OC2=CC=CC(=C2)[N+](C)(C)C

InChI

InChIKey=YHKBUDZECQDYBR-UHFFFAOYSA-L

InChI=1S/C32H52N4O4.2BrH/c1-33(31(37)39-29-21-17-19-27(25-29)35(3,4)5)23-15-13-11-9-10-12-14-16-24-34(2)32(38)40-30-22-18-20-28(26-30)36(6,7)8;;/h17-22,25-26H,9-16,23-24H2,1-8H3;2*1H/q+2;;/p-2

HIDE SMILES / InChI

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

Molecular Formula	C32H52N4O4
Molecular Weight	556.7797
Charge	2
Count

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

Description
Sources: http://www.rxlist.com/humorsol-drug/clinical-pharmacology.htm
Curator's Comment: description was created based on several sources, including https://www.drugbank.ca/drugs/DB00944

Demecarium (HUMORSOL®) is an indirect-acting parasympathomimetic agent, also known as a cholinesterase inhibitor and anticholinesterase. Cholinesterase inhibitors prolong the effect of acetylcholine, which is released at the neuroeffector junction of parasympathetic postganglion nerves, by inactivating the cholinesterases that break it down. Application of demecarium (HUMORSOL®) to the eye produces intense miosis and ciliary muscle contraction due to inhibition of cholinesterase, allowing acetylcholine to accumulate at sites of cholinergic transmission. These effects are accompanied by increased capillary permeability of the ciliary body and iris, increased permeability of the blood-aqueous barrier, and vasodilation. Myopia may be induced or, if present, may be augmented by the increased refractive power of the lens that results from the accommodative effect of the drug. Demecarium (HUMORSOL®) indirectly produces some of the muscarinic and nicotinic effects of acetylcholine as quantities of the latter accumulate.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
Acetylcholinesterase 207 Target ID: CHEMBL220 Sources: https://www.ncbi.nlm.nih.gov/pubmed/13920329	Inhibitor 8297

Conditions

Condition	Modality	Targets	Highest Phase	Product
Open-angle glaucoma 51 Sources: http://www.rxlist.com/humorsol-drug/indications-dosage.htm	Primary		Approved 8429	HUMORSOL Approved Use Open-angle glaucoma (HUMORSOL® should be used in glaucoma only when shorter-acting miotics have proved inadequate). Conditions obstructing aqueous outflow, such as synechial formation, that are amenable to miotic therapy. Following iridectomy. Accommodative esotropia (accommodative convergent strabismus). Launch Date -3.2849281E11
Accommodative esotropia 4 Sources: http://www.rxlist.com/humorsol-drug/indications-dosage.htm	Palliative		Approved 8429	HUMORSOL Approved Use Open-angle glaucoma (HUMORSOL® should be used in glaucoma only when shorter-acting miotics have proved inadequate). Conditions obstructing aqueous outflow, such as synechial formation, that are amenable to miotic therapy. Following iridectomy. Accommodative esotropia (accommodative convergent strabismus). Launch Date -3.2849281E11

Sourcing

Vendor/Aggregator	ID	URL
001 Chemical	DY427020
1PlusChem LLC	1P00IAGJ
A2B Chem	AI52563
ABI Chem	AC1L1LIO
AK Scientific	C745
BOC Sciences	56-94-0
BioSynth	W-105496
Chem Scene	CS-0030928
Compound Cloud	5965
Compound Cloud	5966
Hairui	HR129048
Hangzhou APIChem Technology	AC-305
Hangzhou Yuhao Chemical Technology	LX2756
KeyOrganics	AS-11735
MedChem Express	HY-B1626A
MolPort	MolPort-005-943-446
Molcore	MC427020
MuseChem	R016070
ShangHai Biochempartner	BCP24065
TargetMol	T7213
Tetrahedron	TS75415
Toronto Research Chemicals	D230720
ZINC	ZINC000003875376	http://zinc15.docking.org/substances/ZINC000003875376
eMolecules	36553063
mcule	MCULE-1203630481
mcule	MCULE-6249461550

PubMed

Title	Date	PubMed

Patents

Sample Use Guides

In Vivo Use Guide

For glaucoma initial therapy with demecarium (HUMORSOL®) place 1 or 2 drops in the glaucomatous eye. The usual dosage can vary from as much as 1 or 2 drops twice a day to as little as 1 or 2 drops twice a week. For treatment of esotropia with demecarium (HUMORSOL®) 1 drop is given daily for 2 weeks, then 1 drop every 2 days for 2 to 3 weeks. In esotropia uncomplicated by amblyopia or anisometropia, demecarium (HUMORSOL®) may be instilled in both eyes, not more than 1 drop at a time every day for 2 to 3 weeks, as too severe a degree of miosis may interfere with vision. Then reduce the dosage to 1 drop every other day for 3 to 4 weeks and reevaluate the patient's status.

Route of Administration: Topical

In Vitro Use Guide

Tetramethoquin and demecarium bromide were compared with physostigmine on the hypogastric guinea-pig nerve-vas deferens preparation. Each drug, in bath concentrations of 1 ug/ml, potentiated the response of the vas deferens to nerve stimulation. Subsequent addition of a higher dose of these agents inhibited the response. With demecarium inhibition occurred with 3 to 5 ug/ml.

Substance Class	Chemical Created by `admin` on `Fri Dec 15 15:00:48 UTC 2023` Edited by `admin` on `Fri Dec 15 15:00:48 UTC 2023`
Record UNII	61D5V4OKTP
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

DEMECARIUM BROMIDE

Official Name

English

HUMORSOL

Brand Name

English

DEMECARIUM BROMIDE [MART.]

Common Name

English

DEMECARIUM BROMIDE [MI]

Common Name

English

N,N'-BIS(3-TRIMETHYLAMMONIUMPHENOXYCARBONYL)-N,N'-DIMETHYLDECAMETHYLENEDIAMINE DIBROMIDE

Common Name

English

DEMECARIUM BROMIDE [VANDF]

Common Name

English

3,3'-(1,10-DECANEDIYLBIS((METHYLIMINO)CARBONYLOXY))BIS(N,N,N-TRIMETHYLBENZENAMINIUM)DIBROMIDE

Common Name

English

(M-HYDROXYPHENYL)TRIMETHYLAMMONIUM BROMIDE DECAMETHYLENEBIS(METHYLCARBAMATE) (2:1)

Common Name

English

DEMEKASTIGMINE BROMIDE

Common Name

English

Demecarium bromide [WHO-DD]

Common Name

English

DEMECARIUM BROMIDE [USP-RS]

Common Name

English

DEMECARIUM BROMIDE [USP MONOGRAPH]

Common Name

English

demecarium bromide [INN]

Common Name

English

DEMECARIUM BROMIDE [ORANGE BOOK]

Common Name

English

BENZENAMINIUM, 3,3'-(1,10-DECANEDIYLBIS((METHYLIMINO)CARBONYLOXY))BIS(N,N,N-TRIMETHYL-, DIBROMIDE

Common Name

English

BC-48

Code

English

DEMECARIUM BROMIDE [HSDB]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C47792