Distigmine information

Distigmine
	Distigmine bromide
Clinical data
Routes of; administration	By mouth, i.m.
ATC code	N07AA03 (WHO) ;
Pharmacokinetic data
Bioavailability	4.65%
Elimination half-life	65 h
Excretion	renal
Identifiers
	IUPAC name (1-methylpyridin-1-ium-3-yl) N-methyl-N-{6-[methyl-; (1-methylpyridin-1-ium-3-yl)oxycarbonylamino]; hexyl}carbamate dibromide;
CAS Number	17299-00-2 ; bromide: 15876-67-2 ;
PubChem CID	27522;
ChemSpider	25613 ;
UNII	T940307O7B; bromide: 750F36OP6J ;
KEGG	D01228 ;
ChEBI	CHEBI:31512;
ChEMBL	ChEMBL1098285 ;
CompTox Dashboard (EPA)	DTXSID60935985 ;
ECHA InfoCard	100.036.360
Chemical and physical data
Formula	C22H32Br2N4O4
Molar mass	576.330 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES [Br-].[Br-].O=C(Oc1ccc[n+](c1)C)N(CCCCCCN(C(=O)Oc2ccc[n+](c2)C)C)C;
	InChI InChI=1S/C22H32N4O4.2BrH/c1-23-13-9-11-19(17-23)29-21(27)25(3)15-7-5-6-8-16-26(4)22(28)30-20-12-10-14-24(2)18-20;;/h9-14,17-18H,5-8,15-16H2,1-4H3;2*1H/q+2;;/p-2 ; Key:GJHSNEVFXQVOHR-UHFFFAOYSA-L ;
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Distigmine (as distigmine bromide) is a parasympathomimetic. Distigmine is similar to pyridostigmine and neostigmine but has a longer duration of action. It is available as tablets on prescription only. It is commonly used to treat various conditions, including myasthenia gravis and underactive bladder.^[2] Distigmine has a greater risk of causing cholinergic crisis because of accumulation of the drug being more likely than with neostigmine or pyridostigmine and so distigmine is rarely used as a treatment for myasthenia gravis, unlike pyridostigmine and neostigmine.

^ ^a ^b ^c "Distigmine" (PDF). The Japanese Pharmacopoeia. Official Monographs (14/I ed.). Tokyo: Yakuji Nippo. Ltd. 2001. p. 599. ISBN 978-4-8408-0672-5.
^ Moro C, Phelps C, Veer V, Clark J, Glasziou P, Tikkinen KA, Scott AM (November 2021). "The effectiveness of parasympathomimetics for treating underactive bladder: A systematic review and meta-analysis" (PDF). Neurourology and Urodynamics. 41 (1): 127–139. doi:10.1002/nau.24839. PMID 34816481. S2CID 244530010.

[jpdb-1] "Distigmine" (PDF). The Japanese Pharmacopoeia. Official Monographs (14/I ed.). Tokyo: Yakuji Nippo. Ltd. 2001. p. 599. ISBN 978-4-8408-0672-5.

[2] Moro C, Phelps C, Veer V, Clark J, Glasziou P, Tikkinen KA, Scott AM (November 2021). "The effectiveness of parasympathomimetics for treating underactive bladder: A systematic review and meta-analysis" (PDF). Neurourology and Urodynamics. 41 (1): 127–139. doi:10.1002/nau.24839. PMID 34816481. S2CID 244530010.

Distigmine information

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Distigmine

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Botulinum toxin

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Anticholinergic

Tetrahydrocannabinol

Neostigmine

Nerve agent

ATC code N07

Carbendazim

Acetylcholinesterase inhibitor

Pyridostigmine

Itopride

Donepezil

Ethylcholine mustard

Cholinergic

Acephate

Carbaryl

Novichok

Carbofuran

Acetylcholine

Clinical data
Distigmine bromide
Routes of administration	By mouth, i.m.
ATC code	N07AA03 (WHO)
Pharmacokinetic data
Bioavailability	4.65% ^[1]
Elimination half-life	65 h ^[1]
Excretion	renal ^[1]
Identifiers
IUPAC name (1-methylpyridin-1-ium-3-yl) N-methyl-N-{6-[methyl- (1-methylpyridin-1-ium-3-yl)oxycarbonylamino] hexyl}carbamate dibromide
CAS Number	17299-00-2^Y bromide: 15876-67-2^Y
PubChem CID	27522
ChemSpider	25613^Y
UNII	T940307O7B bromide: 750F36OP6J^Y
KEGG	D01228^N
ChEBI	CHEBI:31512
ChEMBL	ChEMBL1098285^Y
CompTox Dashboard (EPA)	DTXSID60935985
ECHA InfoCard	100.036.360
Chemical and physical data
Formula	C₂₂H₃₂Br₂N₄O₄
Molar mass	576.330 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES [Br-].[Br-].O=C(Oc1ccc[n+](c1)C)N(CCCCCCN(C(=O)Oc2ccc[n+](c2)C)C)C
InChI InChI=1S/C22H32N4O4.2BrH/c1-23-13-9-11-19(17-23)29-21(27)25(3)15-7-5-6-8-16-26(4)22(28)30-20-12-10-14-24(2)18-20;;/h9-14,17-18H,5-8,15-16H2,1-4H3;2*1H/q+2;;/p-2^Y Key:GJHSNEVFXQVOHR-UHFFFAOYSA-L^Y
^NY (what is this?) (verify)