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アルベリン

Alverine

HCID 3678
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
150-59-4
標準SMILES
CCN(CCCc1ccccc1)CCCc1ccccc1
InChIKey
ZPFXAOWNKLFJDN-UHFFFAOYSA-N
分子式
C20H27N
平均分子量
281.4 g/mol
単同位体質量
281.21434987

概要

Alverine is a tertiary amine having one ethyl and two 3-phenylprop-1-yl groups attached to the nitrogen. An antispasmodic that acts directly on intestinal and uterine smooth muscle, it is used (particularly as the citrate salt) in the treatment of irritable bowel syndrome. It has a role as an antispasmodic drug. It is a conjugate base of an alverine(1+).

名称と識別子

優先名称
Alverine
IUPAC
N-ethyl-3-phenyl-N-(3-phenylpropyl)propan-1-amine
現地名
アルベリン
英語名
Alverine
分子式
C20H27N
分子量
281.44

名称と別名

ALVERINE150-59-4PhenopropaminePhenpropamineProfenilDipropylinDipropylineSestronDi(phenylpropyl)ethylamineN-Ethyl-3,3'-diphenyldipropylamineAlverinaSestron base
名称をさらに表示
ジ(フェニルプロピル)エチルアミンN-エチル-N-(3-フェニルプロピル)ベンゼンプロパン-1-アミンセストン塩基アルベリンN-エチル-N-(3-フェニルプロピル)ベンゼンプロパンアミンエチルビス(3-フェニルプロピル)アミンsestronbaseSeston baseAlverine base
Bis(gamma-phenylpropyl)ethylamineethylbis(3-phenylpropyl)amineAlverinumN,N-Bis(3-phenylpropyl)ethylamineN-Ethyl-N-(3-phenylpropyl)benzenepropanamineDipropylamine, N-ethyl-3,3'-diphenyl-N-Ethyl-3-phenyl-N-(3-phenylpropyl)-1-propanamine46TIR1560O

データベース識別子

CAS
150-59-4、5560-59-8
PubChem CID
3678
DTXSID
DTXSID0048557
ChEMBL
CHEMBL253371
ChEBI
CHEBI:518413

物性

構造計算による物性

XLogP
5.3
極性表面積
3.2 Ų
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
9
重原子数
21
形式電荷
0
複雑度
214

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15
Color/FormLIQUID
Solubility · 4 件

SIRUP; SOL IN WATER /HYDROCHLORIDE/

FREELY SOL IN WATER; CRYSTALS /CITRATE/

SLIGHTLY SOL IN CHLOROFORM; SOL IN DIL ACIDS; SPARINGLY SOL IN ALC; VERY SLIGHTLY SOL IN ETHER; SWEET ODOR & SLIGHTLY BITTER TASTE /CITRATE/

9.60e-04 g/L

Human DrugsPharmaceuticals
Boiling Point165-168 °C @ 0.3 MM HG
Melting Point< 25 °C
Physical DescriptionSolid
Collision Cross Section167.12 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Other Experimental Properties10% AQ SOLN IS NEUTRAL TO LITMUS /CITRATE/

物理化学的性質

融点
25 °C · <25 °C

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 · 5 件

This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.

Warning

H302 (33.3%): Harmful if swallowed [Warning Acute toxicity, oral]

P261, P264, P270, P271, P280, P301+P317, P302+P352, P304+P340, P317, P321, P330, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 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: Alverine (EC: 205-763-5)
Other Safety InformationIMAP assessments - Benzenepropanamine, N-ethyl-N-(3-phenylpropyl)-: Human health tier I assessment

安全データ

毒性
women,TDLo,oral,126mg/kg/5W-I (126mg/kg),BEHAVIORAL: ANOREXIA (HUMANLIVER: LIVER FUNCTION TESTS IMPAIREDLIVER: "HEPATITIS (HEPATOCELLULAR NECROSIS), DIFFUSE",Journal of Hepathology. Vol. 27, Pg. 399, 1997.
有毒物質データの
150-59-4(Hazardous Substances Data)

化学と産業

薬理情報

ATC Code · 3 件

A03AX08

A - Alimentary tract and metabolism

QA - Alimentary tract and metabolism

Pharmacodynamics · 1 件

Alverine is a smooth muscle relaxant. Smooth muscle is a type of muscle that is not under voluntary control; it is the muscle present in places such as the gut and uterus. Alverine acts directly on the muscle in the gut, causing it to relax. This prevents the muscle spasms which occur in the gut in conditions such as irritable bowel syndrome and diverticular disease. Diverticular disease is a condition in which small pouches form in the gut lining. These pouches can trap particles of food and become inflamed and painful. In irritable bowel syndrome the normal activity of the gut muscle is lost. The muscle spasms result in symptoms such as heartburn, abdominal pain and bloating, constipation or diarrhoea. By relaxing the gut muscle, alverine citrate relieves the symptoms of this condition. Alverine also relaxes the smooth muscle in the womb (uterus). It is therefore also used to treat painful menstruation, which is caused by muscle spasms in the uterus (dysmenorrhea).

Biological Half-LifeThe plasma half-life averages 0.8 hours for alverine and 5.7 hours for the active primary metabolite.
Metabolism/MetabolitesRapidly converted to its primary active metabolite, which is then further converted to two secondary metabolites.
MeSH Pharmacological ClassificationAgents that inhibit the actions of the parasympathetic nervous system. The major group of drugs used therapeutically for this purpose is the MUSCARINIC ANTAGONISTS.
Absorption, Distribution and ExcretionHigh renal clearance of all metabolites indicating that they are eliminated by active renal secretion.
Cellular LocationsMembrane

用途と製造

関連反応

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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
UNII
46TIR1560O
EC Number
205-763-5
Nikkaji
J5.855F
沸点
0.3 · bp0.3 165-168°; bp13 210-215°
比重(密度)
0.973 · 0.973±0.06 g/cm3(Predicted)
貯蔵温度
-20 °C · Store at -20°C
酸解離定数(Pka)
9.51 · 9.51±0.50(Predicted)
NISTの化学物質情報
Benzenepropanamine, n-ethyl-n-(3-phenylpropyl)-(150-59-4)
UsesMEDICATION
Methods of ManufacturingPREPD FROM PHENYLPROPYL CHLORIDE & ETHYLAMINE IN ALKALINE MEDIUM: KULZ ET AL, BER 72, 2165 (1939); ALTERNATE ROUTE: STUHNER, ELBRACHTER, ARCH PHARM 287, 139 (1954).
Formulations/PreparationsANTISPASMIN, CALMABEL, GAMATRAN, PROFENIL, PROFENINE, PROPHELAN, PROVERINE SESTRON, SPACOLIN, SPASMAVERINE. /CITRATE/
Use ClassificationPharmaceuticals

応用分野

使用Anticholinergic.

上流・下流製品情報

上流原料

PLATINUM BARIUM SULFATE水素3-フェニルプロピルクロリドエチルアミン白金硫酸バリウムカリウムヒドロキシド

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補足説明 · 1 件

定義ChEBI: A tertiary amine having one ethyl and two 3-phenylprop-1-yl groups attached to the nitrogen. An antispasmodic that acts directly on intestinal and uterine smooth muscle, it is used (particularly as the citrate salt) in the treatment of irritable bowel synd ome.