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Benzenaminium, 3,3'-(1,10-decanediylbis((methylimino)carbonyloxy))bis(N,N,N-trimethyl-

HCID 5966
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基本情報概要名称と識別子物性化学と産業関連反応化合物ノート
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基本情報

CAS
16505-84-3
標準SMILES
CN(CCCCCCCCCCN(C)C(=O)Oc1cccc([N+](C)(C)C)c1)C(=O)Oc1cccc([N+](C)(C)C)c1
InChIKey
RWZVPVOZTJJMNU-UHFFFAOYSA-N
分子式
C32H52N4O4+2
平均分子量
556.8 g/mol
単同位体質量
556.39885615

概要

Demarcarium is the bis(quaternary ammonium) dication obtained by N,N'-dimethylation of the N,N'-bis[3-(dimethylamino)phenyl carbamate] derivative of 2,13-diazatetradecane. It is a carbamate ester and a quaternary ammonium ion.

名称と識別子

優先名称
Benzenaminium, 3,3'-(1,10-decanediylbis((methylimino)carbonyloxy))bis(N,N,N-trimethyl-
IUPAC
trimethyl-[3-[methyl-[10-[methyl-[3-(trimethylazaniumyl)phenoxy]carbonylamino]decyl]carbamoyl]oxyphenyl]azanium
英語名
demarcarium
分子式
C32H52N4O4
分子量
556.77968

名称と別名

DemecariumDemecarium ionDemecarium cation16505-84-3ILP8XJ8R5KBenzenaminium, 3,3'-(1,10-decanediylbis((methylimino)carbonyloxy))bis(N,N,N-trimethyl-DTXSID2046965(m-Hydroxyphenyl)trimethylammonium decamethylenebis(methylcarbamate)N,N'-Bis(3-trimethylammoniumphenoxycarbonyl(-N,N'-dimethyldecamethylenediamine3,3'-(1,10-Decanediylbis((methylimino)carbonyloxy))bis(N,N,N-trimethylbenzenaminium)Benzenaminium, 3,3'-[1,10-decanediylbis[(methylimino)carbonyloxy]]bis[N,N,N-trimethyl-N,N,N-trimethyl-3-((methyl(10-(methyl(3-(trimethylazaniumyl)phenoxycarbonyl)amino)decyl)carbamoyl)oxy)anilinium
名称をさらに表示
demarcariumDemecarium Free Basetrimethyl-[3-[methyl-[10-[methyl-[3-(trimethylazaniumyl)phenoxy]carbonylamino]decyl]carbamoyl]oxyphenyl]azanium
N,N,N-trimethyl-3-{[methyl(10-{methyl[3-(trimethylazaniumyl)phenoxycarbonyl]amino}decyl)carbamoyl]oxy}aniliniumRefChem:57372DTXCID5014745263,3'-(1,10-decanediylbis((methylimino)carbonyloxy))bis(N,N,N-trimethylbenzenaminium)-Benzenaminium, 3,3'-(1,10-Decanediylbis((Methylimino)Carbonyloxy))Bis(N,N,N-Trimethyl)-N,N'-Bis(3-Trimethylammoniumphenoxycarbonyl)-N,N'-DimethyldecamethylenediamineDemecarium [VANDF]Demecarium [WHO-DD]

物性

構造計算による物性

XLogP
6.6
極性表面積
59.1 Ų
水素結合供与体数
0
水素結合受容体数
4
回転可能結合数
17
重原子数
40
形式電荷
2
複雑度
686

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
LogP-1.75
Solubility1.69e-05 g/L
Melting Point164-170
Physical DescriptionSolid

化学と産業

薬理情報

ATC Code · 2 件

S - Sensory organs

QS - Sensory organs

Pharmacodynamics · 1 件

Demecarium is a long-acting cholinesterase inhibitor and potent miotic. Because of its toxicity, it should be reserved for use in patients with open-angle glaucoma or other chronic glaucomas not satisfactorily controlled with the short-acting miotics and other agents. Application of demecarium 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.

Mechanism of Action · 1 件

Demecarium 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. Demecarium inactivates both pseudocholinesterase and acetylcholinesterase. In the eye, this causes constriction of the iris sphincter muscle (causing miosis) and the ciliary muscle (affecting the accommodation reflex and causing a spasm of the focus to near vision). The outflow of the aqueous humor is facilitated, which leads to a reduction in intraocular pressure. Of the two actions, the effect on the accommodation reflex is the more transient and generally disappears before termination of the miosis.

MeSH Pharmacological Classification · 1 件

Drugs that inhibit cholinesterases. The neurotransmitter ACETYLCHOLINE is rapidly hydrolyzed, and thereby inactivated, by cholinesterases. When cholinesterases are inhibited, the action of endogenously released acetylcholine at cholinergic synapses is potentiated. Cholinesterase inhibitors are widely used clinically for their potentiation of cholinergic inputs to the gastrointestinal tract and urinary bladder, the eye, and skeletal muscles; they are also used for their effects on the heart and the central nervous system.

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化合物ノート

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このページの内容基本情報概要名称と識別子物性化学と産業関連反応化合物ノート

データベース識別子

CAS
16505-84-3、56-94-0
PubChem CID
5966
DTXSID
DTXSID2046965
ChEMBL
CHEMBL1201229
ChEBI
CHEBI:59719
UNII
ILP8XJ8R5K
Nikkaji
J82.023G
Cellular LocationsCytoplasm

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