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ヨウ化メトクリン

Metocurine Iodide

HCID 24244
ノート反応
基本情報概要名称と識別子物性安全と法規制化学と産業関連反応化合物ノート
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基本情報

CAS
7601-55-0
標準SMILES
COc1ccc2cc1Oc1cc3c(cc1OC)CC[N+](C)(C)[C@H]3Cc1ccc(cc1)Oc1c(OC)c(OC)cc3c1[C@@H](C2)[N+](C)(C)CC3.[I-].[I-]
InChIKey
DIGFQJFCDPKEPF-OIUSMDOTSA-L
分子式
C40H48I2N2O6
平均分子量
906.6 g/mol
単同位体質量
906.16018

概要

Metocurine iodide is an aromatic ether.

名称と識別子

優先名称
Metocurine Iodide
IUPAC
(1S,16R)-9,10,21,25-tetramethoxy-15,15,30,30-tetramethyl-7,23-dioxa-15,30-diazoniaheptacyclo[22.6.2.23,6.18,12.118,22.027,31.016,34]hexatriaconta-3(36),4,6(35),8(34),9,11,18(33),19,21,24,26,31-dodecaene diiodide
現地名
ヨウ化メトクリン
英語名
Tetrandrini dimethiodidum
分子式
C40H48I2N2O6
分子量
906.63

名称と別名

METOCURINE IODIDEMetubine iodide7601-55-0Dimethylchondrocurarine iodideDimethyl tubocurarine iodideO,O'-Dimethylchondrocurarine diiodideDimethyltubocurarinium iodideDTXSID9022944Tubocuraranium, 6,6',7',12'-tetramethoxy-2,2,2',2'-tetramethyl-, diiodideO0U0E87X7FNSC-36388DTXCID802944
名称をさらに表示
6,6',7',12'-テトラメトキシ-2,2,2',2'-テトラメチルツボクララン-2,2'-ジイウム·ジヨージドメトクリンヨージドヨウ化メトクリン6,6′,7′,12′-テトラメトキシ-2,2,2′,2′-テトラメチルツボクララン-2,2′-ジイウム・ジヨージドmetubineiodidemethyl-curarinmetocurineiodideTetrandrini dimethiodidumdimethyltubocurarineiodideDimethylchondrocurarineiodided-tubocurarineiodidedimethyletherdimethyletherofd-tubocurarineiodide(+)-o,o’-dimethylchondrocurarinediiodide
(1S,16R)-9,10,21,25-tetramethoxy-15,15,30,30-tetramethyl-7,23-dioxa-15,30-diazoniaheptacyclo[22.6.2.23,6.18,12.118,22.027,31.016,34]hexatriaconta-3(36),4,6(35),8(34),9,11,18(33),19,21,24,26,31-dodecaene;diiodide(1S,16R)-9,10,21,25-tetramethoxy-15,15,30,30-tetramethyl-7,23-dioxa-15,30-diazoniaheptacyclo(22.6.2.23,6.18,12.118,22.027,31.016,34)hexatriaconta-3(36),4,6(35),8(34),9,11,18(33),19,21,24,26,31-dodecaene;diiodideRefChem:56447231-510-3NSC36388MetubineMetocurine iodide [USAN](+)-O,O'-Dimethylchondrocurarine diiodide

物性

構造計算による物性

極性表面積
55.4 Ų
水素結合供与体数
0
水素結合受容体数
8
回転可能結合数
4
重原子数
50
形式電荷
0
複雑度
1,060

実験および物理化学的性質

Human Drugs · 2 件

FDA approved drugs -> Active ingredient

FDA approved drugs -> Active ingredient

Melting Point267-270

物理化学的性質

比旋光度
22 · D22 +148 to +158° (c = 0.25)

安全と法規制

安全情報は参考情報です。供給元の安全データシート(SDS)、適用法令、専門家による評価に代わるものではありません。

安全データ

ridadr
3249
hazard_class
6.1(b)
packing_group
III

化学と産業

薬理情報

Protein Binding35% in plasma
Pharmacodynamics · 1 件

Metocurine iodide is a benzylisoquinolinium competitive nondepolarizing neuromuscular blocking agent. Metocurine iodide has a moderate risk of inducing histamine release and has some ganglion blocking activity. Metocurine iodide can be used most advantageously if muscle twitch response to peripheral nerve stimulation is monitored to assess degree of muscle relaxation. As with other nondepolarizing neuromuscular blockers, the time to onset of paralysis decreases and the duration of maximum effect increases with increasing doses of metocurine iodide. Repeated administration of maintenance doses of metocurine iodide has no cumulative effect on the duration of neuromuscular block if recovery is allowed to begin prior to repeat dosing. Moreover, the time needed to recover from repeat doses does not change with additional doses. Repeat doses can therefore be administered at relatively regular intervals with predictable results.

Mechanism of Action · 1 件

Metocurine iodide antagonizes the neurotransmitter action of acetylcholine by binding competitively with cholinergic receptor sites on the motor end-plate. This antagonism is inhibited, and neuromuscular block reversed, by acetylcholinesterase inhibitors such as neostigmine, edrophonium, and pyridostigmine.

Biological Half-Life3 to 4 hours
MeSH Pharmacological Classification · 1 件

Drugs that interrupt transmission at the skeletal neuromuscular junction without causing depolarization of the motor end plate. They prevent acetylcholine from triggering muscle contraction and are used as muscle relaxants during electroshock treatments, in convulsive states, and as anesthesia adjuvants.

応用分野 · 2 件

使用Neuromuscular blocking agent.

一般的な説明Metocurine iodide, ( )-O,O -dimethylchondrocurarine diiodide (Metubine iodide),is prepared from natural crude curare by extracting the curarewith methanolic potassium hydroxide. When theextract is treated with an excess of methyl iodide, the ( )-tubocurarine is converted to the diquaternary dimethylether and crystallizes out as the iodide (see “TubocurarineChloride”). Other ethers besides the dimethyl ether havebeen made and tested. For example, the dibenzyl ether wasone third as active as tubocurarine chloride, and the diisopropylcompound had only one half the activity. For comparison,the dimethyl ether has approximately 4 times theactivity of tubocurarine chloride.The pharmacological action of this compound is the sameas that of tubocurarine chloride, namely, a nondepolarizingcompetitive blocking effect on the motor end plate of skeletalmuscles. It is considerably more potent than d-tubocurarine,however, and has the added advantage of exerting much lesseffect on respiration. The effect on respiration is not a significantfactor in therapeutic doses. Accidental overdosage iscounteracted best by forced respiration.

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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安全と法規制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
7601-55-0
PubChem CID
24244
DTXSID
DTXSID9022944
ChEMBL
CHEMBL1739
ChEBI
CHEBI:6901
UNII
O0U0E87X7F
EC Number
231-510-3

上流・下流製品情報

上流原料

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