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rac-(13aR*)-5,8,13,13a-テトラヒドロ-2,3,9,10-テトラメトキシ-6H-ジベンゾ[a,g]キノリジン

Rotundine

HCID 5417
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基本情報

CAS
2934-97-6
標準SMILES
COc1cc2c(cc1OC)C1Cc3ccc(OC)c(OC)c3CN1CC2
InChIKey
AEQDJSLRWYMAQI-UHFFFAOYSA-N
分子式
C21H25NO4
平均分子量
355.4 g/mol
単同位体質量
355.17835828

概要

2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline is an alkaloid.

名称と識別子

優先名称
Rotundine
IUPAC
2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinoline
現地名
rac-(13aR*)-5,8,13,13a-テトラヒドロ-2,3,9,10-テトラメトキシ-6H-ジベンゾ[a,g]キノリジン
英語名
Tetrahydropalmatine
分子式
C21H25NO4
分子量
355.43

名称と別名

RotundineRefChem:9309042934-97-610097-84-4ROTUNDINUMD,L-Tetrahydropalmatine2,3,9,10-tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[2,1-b]isoquinolineTetrahydropalmatine, (+/-)-CHEMBL18789278F8583LNQ2,3,9,10-Tetramethoxy-6,8,13,13a-tetrahydro-5H-isoquinolino[3,2-a]isoquinolineMFCD00214191
名称をさらに表示
rac-(13aR*)-5,8,13,13a-テトラヒドロ-2,3,9,10-テトラメトキシ-6H-ジベンゾ[a,g]キノリジン(±)-2,3,9,10-テトラメトキシベルビンDL-テトラヒドロパルマチン(±)-テトラヒドロパルマチンL-TETRAHYDROPALMATINEDL-TETRAHYDROPALMATINEAKOS 208-04ROTUNDIN HYDRATERotundine CP2000TetrahydropalmatineTETRAHYDROPALMITINERafoxanide Impurity 5Tetrahydropalmatine-RM
Tetrahydropalmatine, dl-2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquino[3,2-a]isoquinolinePalmatine, Tetrahydro derivative of2,3,9,10-Tetramethoxy-5,8,13,13a-tetrahydro-6H-isoquinolino[3,2-a]isoquinolineD-Tetrahydropalmatin; Rotundine; 5,8,13,13a-Tetrahydro-2,3,9,10-tetramethoxy-6H-dibenzo[a,g] quinolizineUNII-78F8583LNQRotundine [M+H]+(-)-Tetrahydropalmatine;L-Tetrahydropalmatine

データベース識別子

CAS
2934-97-6
PubChem CID
5417
DTXSID
DTXSID20864207
ChEMBL
CHEMBL187892
ChEBI
CHEBI:91709
UNII
78F8583LNQ
EC Number
884-574-5
Nikkaji
J31.846I

物性

構造計算による物性

XLogP
3.2
極性表面積
40.2 Ų
水素結合供与体数
0
水素結合受容体数
5
回転可能結合数
4
重原子数
26
形式電荷
0
複雑度
475

実験および物理化学的性質

LogP2.6

物理化学的性質

融点
155 ℃ · 155℃
沸点
482.9 · 482.9±45.0 °C(Predicted)
比重(密度)
1.23 · 1.23±0.1 g/cm3(Predicted)
貯蔵温度
Sealed in dry,Room Temperature
溶解性
クロロホルム(わずかに)、メタノール(わずかに、加熱、超音波処理)
外見
個体
酸解離定数(Pka)
6.53 · 6.53±0.20(Predicted)
色
白色~淡黄色

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。

GHS分類

GHS Classification · 4 件

Danger

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

P264, P270, P301+P316, P321, P330, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.

危険有害性情報

Hazard Classes and CategoriesAcute Tox. 2 (100%)

安全データ

hs_code
29339900

化学と産業

薬理情報

MeSH Pharmacological Classification · 6 件

Agents used for the treatment or prevention of cardiac arrhythmias. They may affect the polarization-repolarization phase of the action potential, its excitability or refractoriness, or impulse conduction or membrane responsiveness within cardiac fibers. Anti-arrhythmia agents are often classed into four main groups according to their mechanism of action: sodium channel blockade, beta-adrenergic blockade, repolarization prolongation, or calcium channel blockade.

Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS.

A class of drugs that act by selective inhibition of calcium influx through cellular membranes.

Agents that control agitated psychotic behavior, alleviate acute psychotic states, reduce psychotic symptoms, and exert a quieting effect. They are used in SCHIZOPHRENIA; senile dementia; transient psychosis following surgery; or MYOCARDIAL INFARCTION; etc. These drugs are often referred to as neuroleptics alluding to the tendency to produce neurological side effects, but not all antipsychotics are likely to produce such effects. Many of these drugs may also be effective against nausea, emesis, and pruritus.

Drugs that bind to but do not activate DOPAMINE RECEPTORS, thereby blocking the actions of dopamine or exogenous agonists. Many drugs used in the treatment of psychotic disorders (ANTIPSYCHOTIC AGENTS) are dopamine antagonists, although their therapeutic effects may be due to long-term adjustments of the brain rather than to the acute effects of blocking dopamine receptors. Dopamine antagonists have been used for several other clinical purposes including as ANTIEMETICS, in the treatment of Tourette syndrome, and for hiccup. Dopamine receptor blockade is associated with NEUROLEPTIC MALIGNANT SYNDROME.

Drugs that act on adrenergic receptors or affect the life cycle of adrenergic transmitters. Included here are adrenergic agonists and antagonists and agents that affect the synthesis, storage, uptake, metabolism, or release of adrenergic transmitters.

応用分野

使用DL-Tetrahydropalmatine is the main active substance of the Chinese herb corydalis which induces hypotension and bradycardia in rats through the antagonism of striatal dopamine D2 receptor.

上流・下流製品情報

上流原料

8H-Dibenzo[a,g]quinolizin-8-one, 5,6,13,13a-tetrahydro-2,3,9,10-tetramethoxy-Dihydropalmatine

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