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Details

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

SHOW SMILES / InChI
Structure of DEMECARIUM BROMIDE

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
MOL RATIO 2 MOL RATIO (average)
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
MOL RATIO 1 MOL RATIO (average)
Stereochemistry MIXED
Additional Stereochemistry No
Defined Stereocenters 0 / 2
E/Z Centers 0
Optical Activity NONE

Description

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 TargetPharmacologyConditionPotency

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
HUMORSOL
Palliative
HUMORSOL

Sourcing

PubMed

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
Record UNII
61D5V4OKTP
Record Status Validated (UNII)
Record Version