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N,1,5-トリメチル-4-ヘキセン-1-アミン

Isometheptene

HCID 22297
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
503-01-5
標準SMILES
CNC(C)CCC=C(C)C
InChIKey
XVQUOJBERHHONY-UHFFFAOYSA-N
分子式
C9H19N
平均分子量
141.25 g/mol
単同位体質量
141.15174961

概要

Isometheptene is a secondary amino compound.

名称と識別子

優先名称
Isometheptene
IUPAC
N,6-dimethylhept-5-en-2-amine
現地名
N,1,5-トリメチル-4-ヘキセン-1-アミン
英語名
isometheptene
分子式
C9H19N
分子量
141.256

名称と別名

Isometheptene503-01-5OctanilIsonylOctin6-Methylamino-2-methylheptene5-Hepten-2-amine, N,6-dimethyl-IsometeptenoIsometheptenumMethyloctenylaminemethyl(6-methylhept-5-en-2-yl)amineN,6-Dimethyl-5-hepten-2-amine
名称をさらに表示
オクタニルイソメテプテン2-メチルアミノ-6-メチル-5-ヘプテンN,1,5-トリメチル-4-ヘキセン-1-アミンオクトンオクチンN,6-ジメチル-5-ヘプテン-2-アミンオクチナムイソニルイソメトヘプテンメチル(6-メチルヘプタ-5-エン-2-イル)アミンOctonOctineMidridOctinum
N,1,5-Trimethyl-4-hexenylamine2-Methyl-6-methylamino-2-heptene4-Hexenylamine, N,1,5-trimethyl-Y7L24THH6TDTXSID9023172isometepteneRefChem:149544DTXCID403172

データベース識別子

CAS
503-01-5
PubChem CID
22297
DTXSID
DTXSID9023172
ChEMBL

物性

構造計算による物性

XLogP
2.5
極性表面積
12 Ų
水素結合供与体数
1
水素結合受容体数
1
回転可能結合数
4
重原子数
10
形式電荷
0
複雑度
101

実験および物理化学的性質

Human DrugsPharmaceuticals
Physical DescriptionSolid

物理化学的性質

沸点
176 · bp 176-178°; bp7 58-59°
比重(密度)
0.795 · 0.795
蒸気圧
1.39 hPa · 1.39hPa at 25℃
屈折率
15 · nD15 1.4472
溶解性
DMSO (Slightly), Methanol (Slightly)
酸解離定数(Pka)
10.78 · 10.78±0.10(Predicted)
外見
Oil
色
Colourless to Pale Yellow
水溶解度
3.06 g/L · 3.06g/L at 25℃
LogP
3.03 at · 3.03 at 20℃
EPAの化学物質情報
5 · 5-Hepten-2-amine, N,6-dimethyl- (503-01-5)

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

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

P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P305+P354+P338, P317, P319, P321, P330, 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 2 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

Regulatory InformationREACH registered substance: Isometheptene (EC: 207-959-6)
Other Safety InformationIMAP assessments - 5-Hepten-2-amine, N,6-dimethyl-: Environment tier I assessment
Hazard Classes and CategoriesFlam. Liq. 3 (100%)

安全データ

tsca
TSCA listed

化学と産業

薬理情報

ATC Code · 2 件

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

Pharmacodynamics · 1 件

Isometheptene Mucate is an indirect-acting sympathomimetic. Due to its vasoconstricting properties, Isometheptene Mucate is used for the treatment of acute migraine attacks, usually in combination with other analgeics. It can also displace catecholamines from vesicles inside the neuron leading to the sympathetic responses it is known for.

Mechanism of Action · 1 件

Isometheptene's vasoconstricting properties arise through activation of the sympathetic nervous system via epinephrine and norepinephrine (or their molecular analogues as is the case with this drug). These compounds elicites smooth muscle activation leading to vasoconstriction. These compounds interact with cell surface adrenergic receptors. Such stimuli result in a signal transduction cascade that leads to increased intracellular calcium from the sarcoplasmic reticulum through IP3 mediated calcium release, as well as enhanced calcium entry across the sarcolemma through calcium channels. The rise in intracellular calcium complexes with calmodulin, which in turn activates myosin light chain kinase. This enzyme is responsible for phosphorylating the light chain of myosin to stimulate cross bridge cycling. Once elevated, the intracellular calcium concentration is returned to its basal level through a variety of protein pumps and calcium exchangers located on the plasma membrane and sarcoplasmic reticulum. This reduction in calcium removes the stimulus necessary for contraction allowing for a return to baseline. The drug can also cause vesicular displacement of noradrenaline from the neuron into the synapse with a similar effect as tyramine.

Cellular LocationsCytoplasm

用途と製造

Use ClassificationPharmaceuticals
General Manufacturing Information5-Hepten-2-amine, N,6-dimethyl-: ACTIVE

関連反応

3 件
反応記録を作成
HRID 1477097 の反応式
HRID 1477097反応物としてuspto-grants-2016_08
HRID 1477098 の反応式
HRID 1477098反応物としてuspto-grants-2016_08
HRID 1477102 の反応式
HRID 1477102反応物としてuspto-grants-2016_08

化合物ノート

読み込み中…

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
CHEMBL1697841
ChEBI
CHEBI:134765
UNII
Y7L24THH6T
EC Number
207-959-6
Nikkaji
J77.677G
応用分野 · 1 件

使用6-Methylamino-2-methylheptene is an intermediate for the synthesis of Isometheptene Maleate (I821325), which belongs to a group of sympathomimetic amine and shows very little antihypertensive activity. Isometheptene Maleate is used as an antispasmodic drug.

上流・下流製品情報

上流原料

アルミニウム1-ヘプテンシトラール (cis-, trans-混合物)2-メチル-2-ヘプテン-6-オンメチルアミン

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