(1R,5S)-8-メチル-8-アザビシクロ[3.2.1]オクタ-2-エン-2-カルボン酸メチル

(-)-Anhydroecgonine methyl ester

HCID 119478

ノート反応

部分構造検索類似構造を探す

基本情報

CAS: 43021-26-7
標準SMILES: COC(=O)C1=CC[C@@H]2CC[C@H]1N2C
InChIKey: MPSNEAHFGOEKBI-VXNVDRBHSA-N
分子式: C10H15NO2
平均分子量: 181.23 g/mol
単同位体質量: 181.11027872

概要

Anhydroecgonine methyl ester is a N-alkylpyrrolidine.

名称と識別子

優先名称: (-)-Anhydroecgonine methyl ester
IUPAC: methyl (1R,5S)-8-methyl-8-azabicyclo[3.2.1]oct-2-ene-2-carboxylate
現地名: (1R,5S)-8-メチル-8-アザビシクロ[3.2.1]オクタ-2-エン-2-カルボン酸メチル
英語名: Ecgonidine methyl ester mesylate
分子式: C10H15NO2
分子量: 181.23

名称と別名

Anhydroecgonine methyl ester43021-26-7Anhydromethylecgonine(-)-Anhydroecgonine Methyl Ester58C337KP3E8-Azabicyclo(3.2.1)oct-2-ene-2-carboxylic acid, 8-methyl-, methyl ester, (1R,5S)-RefChem:817738MethylecgonidineEcgonidine Methyl Estermethyl (1R,5S)-8-methyl-8-azabicyclo[3.2.1]oct-2-ene-2-carboxylateMethyl EcgonidineEcgonidine Methyl Ester (1.0mg/ml in Acetonitrile)

名称をさらに表示

(1β,5β)-8-メチル-8-アザビシクロ[3.2.1]オクタ-2-エン-2β-カルボン酸メチル(1R,5S)-8-メチル-8-アザビシクロ[3.2.1]オクタ-2-エン-2-カルボン酸メチル(1β,5β)-8-メチル-8-アザビシクロ[3.2.1]オクタ-2-エン-2-カルボン酸メチルメチルエクゴニジン(-)-アンヒドロエクゴニンメチルエステルアンヒドロエクゴニンメチルエステル(-)-アンヒドロエクゴニンメチル(1β,5β)-トロパン-2-エン-2-カルボン酸メチル(R)-メチルエクゴニジンエクゴニジンメチルエステルアンヒドロエクゴニンメチルメチル (1R,5S)-8-メチル-8-アザビシクロ[3.2.1]オクタ-2-エン-2-カルボキシラート(R)-MethylecgonidineEcgonidine methyl ester mesylateAnhydroecgonine methyl ester solutionecgonidine methyl ester mesylate saltANHYDROECGONINEMETHYLESTER,1.0MG/MLINACETONITRILEAnhydroecgonine methyl ester (exempt preparation)Ecgonidine Methyl Ester (1 mg/ml in Acetonitrile)

UNII-58C337KP3EDTXSID20276220METHYL-ECGONIDINEMETHYLESTERECGONINEECGONIDINE-METHYL-ESTERCHEMBL451136orb3021450SCHEMBL1009981

データベース識別子

CAS: 43021-26-7
PubChem CID: 119478
DTXSID: DTXSID20276220
ChEMBL: CHEMBL451136
ChEBI: CHEBI:191065
UNII: 58C337KP3E
EC Number: 636-970-2
Nikkaji: J356.372C

物性

構造計算による物性

XLogP: 1.1
極性表面積: 29.5 Å²
水素結合供与体数: 0
水素結合受容体数: 3
回転可能結合数: 2
重原子数: 13
形式電荷: 0
複雑度: 260

実験および物理化学的性質

Chemical ClassesOther Uses -> Biochemical Research

DrugsDEA NFLIS-Drug Category -> Narcotics

Physical DescriptionMesylate: White solid; [Sigma-Aldrich MSDS]

物理化学的性質

沸点: 124 · 124-126 °C(Press: 10 Torr)
比重(密度): 1.112 · 1.112±0.06 g/cm3(Predicted)
闪点: 2 ℃ · 2℃
貯蔵温度: 20 °C · −20°C
溶解性: クロロホルム（微量）、メタノール（微量）
酸解離定数(Pka): 7.97 · 7.97±0.40(Predicted)
色: 無色～淡黄色

化学的性質

化学的特性Clear Colorless Oil

安全と法規制

GHS分類

GHS Classification · 4 件

Danger

H300 (100%): Fatal if swallowed [Danger Acute toxicity, oral]

P260, P261, P262, P264, P270, P271, P272, P280, P284, P301+P316, P302+P352, P304+P340, P316, P320, P321, P330, P333+P317, P361+P364, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

危険有害性情報

Hazards Summary · 1 件

Mesylate: May cause irritation and skin sensitization; Highly toxic by ingestion, inhalation, and skin absorption; May pose a reproductive hazard; [Sigma-Aldrich MSDS] A mesylate is any of the esters of an acid CH4SO3 including some in which it is combined with a drug. [Merriam-Webster Medical Dictionary] See Cocaine.

Hazard Classes and CategoriesAcute Tox. 2 (100%)

安全データ

wgk: 3
ridadr: UN 1544 6.1/PG 2
risk_code: 26/27/28-43-36-20/21/22-11
hazard_code: T+,Xn,F
safety_code: 22-36/37/39-45-36/37-26-16

化学と産業

用途と製造

UsesAnhydroecgonine methyl ester (AEME) is a unique marker following smoked cocaine . . . {Reference #1]

応用分野 · 1 件

使用Ecgonidine methyl ester mesylate is a metabolite of Cocaine (COC). It is a pyrolysis product formed when crack cocaine is smoked, making this substance a useful biomarker to specifically test for use of crack cocaine, as opposed to powder cocaine which does not form methylecgonidine as a metabolite. Controlled substance in some countries.