(1β,5β)-8-メチル-8-アザビシクロ[3.2.1]オクタン

Tropane

HCID 637986

基本情報

CAS: 529-17-9
標準SMILES: CN1[C@@H]2CCC[C@H]1CC2
InChIKey: XLRPYZSEQKXZAA-OCAPTIKFSA-N
分子式: C8H15N
平均分子量: 125.21 g/mol

概要

Tropane is an alkaloid fundamental parent, a tropane alkaloid, an azabicycloalkane and a saturated organic heterobicyclic parent.

名称と識別子

優先名称: Tropane
IUPAC: (1S,5R)-8-methyl-8-azabicyclo[3.2.1]octane
現地名: (1β,5β)-8-メチル-8-アザビシクロ[3.2.1]オクタン
英語名: 8-Methyl-8-azabicyclo[3.2.1]octane
分子式: C8H15N
分子量: 125.21

名称と別名

(1R,5S)-8-methyl-8-azabicyclo[3.2.1]octane1alphaH,5alphaH-Tropane2,3-Dihydro-8-methylnortropidineUNII-62QFG0728A62QFG0728ATROPANE [MI]N-Methyl-8-azabicyclo[3.2.1]octane8-Azabicyclo(3.2.1)octane, 8-methyl-CHEBI:356151.ALPHA.H,5.ALPHA.H-TROPANEN-METHYL-8-AZABICYCLO(3.2.1)OCTANE(1R,5S)-8-methyl-8-azabicyclo(3.2.1)octane

名称をさらに表示

トロパン(1β,5β)-8-メチル-8-アザビシクロ[3.2.1]オクタン(1S,5R)-8-メチル-8-アザビシクロ[3.2.1]オクタン1αH,5αH-トロパン(1R,5S)-8-メチル-8-アザビシクロ[3.2.1]オクタン1αH,5αH-Tropane8-Methyl-8-azabicyclo[3.2.1]octane8-Azabicyclo[3.2.1]octane, 8-methyl-(1β,5β)-8-Methyl-8-azabicyclo[3.2.1]octane(1S,5R)-8-Methyl-8-azabicyclo[3.2.1]octane

DTXSID50879243RefChem:192250DTXCID101017257628-350-5529-17-98-METHYL-8-AZABICYCLO(3.2.1)OCTANETROPANETropane, 98%

データベース識別子

CAS: 529-17-9
PubChem CID: 637986
ChEBI: CHEBI:35615
UNII: 62QFG0728A
EC Number: 628-350-5
Nikkaji: J12.189D

物性

構造計算による物性

XLogP: 1.7
極性表面積: 3.2 Å²
水素結合供与体数: 0
水素結合受容体数: 1
回転可能結合数: 0
重原子数: 9
形式電荷: 0
複雑度: 99.1

物理化学的性質

沸点: 167 · 167-169 °C (lit.)
比重(密度): 0.931 g/mL · 0.931 g/mL at 25 °C (lit.)
屈折率: 20 · n20/D 1.477(lit.)
闪点: 108 °F · 108 °F
外見: liquid
酸解離定数(Pka): 11.57 · 11.57±0.20(Predicted)
Merck: 13 · 13,9847
InChI: 1S/C8H15N/c1-9-7-3-2-4-8(9)6-5-7/h7-8H,2-6H2,1H3/t7-,8+
InChIKey: XLRPYZSEQKXZAA-OCAPTIKFSA-N
SMILES: CN1[C@H]2CCC[C@@H]1CC2
LogP: 1.74 · 1.740 (est)

安全と法規制

GHS分類

GHS Classification · 4 件

Warning

H226 (100%): Flammable liquid and vapor [Warning Flammable liquids]

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, 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

Hazard Classes and CategoriesFlam. Liq. 3 (100%)

安全データ

wgk: 3
ridadr: UN 1993 3/PG 3
risk_code: 10-36/37/38
hazard_code: Xi
safety_code: 16-26-36
hazard_class: 3.2
packing_group: III
Hazard Classifications: Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3
ストレージクラス: 3 - Flammable liquids

化学と産業

応用分野 · 2 件

解説8-methyl-8-azabicyclo[3.2.1]octane．C8H15N(125.21)．トロパンアルカロイドの基本的母格物質．トロパンアルカロイドの基本骨格の化合物。アトロピンを加水分解して得られるトロピンは，トロパンに水酸基がついた化合物である。シクロヘプタジエンから導いたtrans-1-(ベンジルアミノ)4-クロロシクロヘプタンを分子内環化させ，N-ベンジル基をメチル基にかえて得られる．沸点163～169 ℃．d1515 0.9259．n204 0.931．水に難溶．森北出版「化学辞典（第2版）

一般的な説明Tropane (8-methyl-8-azabicyclo[3.2.1]-octane) is a bridged bicyclic N-containing compound. The 8-methyl-8-azabicyclo[3.2.1]-octane has a tropane ring system, which is an important substructure in a number of natural products and synthetic compounds of biological and medicinal importance. Production of tropane alkaloid in callus and root cultures of seven Hyoscyamus species has been studied. Tropane derivatives are reported to undergo rapid N-methyl inversion.