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N-(1-メチル-2-フェニルエチル)-N-メチル-2-プロピン-1-アミン

(+-)-Selegiline

HCID 5195
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
14611-51-9
標準SMILES
C#CCN(C)C(C)Cc1ccccc1
InChIKey
MEZLKOACVSPNER-UHFFFAOYSA-N
分子式
C13H17N
平均分子量
187.28 g/mol
単同位体質量
187.13609955

概要

Selegiline is a tertiary amine, a phenethylamine alkaloid and a terminal acetylenic compound. It is a conjugate base of a selegiline(1+).

名称と識別子

優先名称
(+-)-Selegiline
IUPAC
N-methyl-1-phenyl-N-prop-2-ynylpropan-2-amine
現地名
N-(1-メチル-2-フェニルエチル)-N-メチル-2-プロピン-1-アミン
英語名
Deprenyl
分子式
C13H17N
分子量
187.284

名称と別名

DeprenylDeprenil2323-36-6DPF682Q08VPHENETHYLAMINE, N,alpha-DIMETHYL-N-2-PROPYNYL-(+-)-SelegilineRefChem:905515(+/-)-DeprenylN,alpha-Dimethyl-N-2-propynylphenethylamineN-methyl-1-phenyl-N-prop-2-ynylpropan-2-amine(+/-)-Deprenyl-d3Phenethylamine, N,.alpha.-dimethyl-N-2-propynyl-
名称をさらに表示
N,α-ジメチル-N-(2-プロピニル)ベンゼンエタンアミンデプレニルα,N-ジメチル-N-(2-プロピニル)ベンゼンエタンアミンN-メチル-N-(2-プロピニル)-1-フェニル-2-プロパンアミンN-(1-メチル-2-フェニルエチル)-N-メチル-2-プロピン-1-アミンN-プロパルギル-N-メチル-1-フェニルプロパン-2-アミンN-メチル-N-(α-メチルフェネチル)-2-プロピニルアミンメチル[α-メチルフェネチル](2-プロピニル)アミンメチル(1-フェニルプロパン-2-イル)(プロパ-2-イン-1-イル)アミンseleglineSelegiline oxalate salt2H5]-Selegiline oxalate saltR(-SELEGILINE,1.0MG/MLINMETHANOLN,α-Dimethyl-N-(2-propynyl)benzeneethanaminemethyl-(1-methyl-2-phenyl-ethyl)-propargyl-amineBenzeneethanamine, N,a-dimethyl-N-2-propyn-1-yl-

物性

構造計算による物性

XLogP
2.8
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
4
重原子数
14
形式電荷
0
複雑度
195

実験および物理化学的性質

DrugsPharmaceuticals
LogP2.7
Solubility2.54e-02 g/L
Melting Point141 - 142 °C
Physical DescriptionSolid

物理化学的性質

沸点
5 · bp5 103-110°
比重(密度)
0.954 · 0.954±0.06 g/cm3(Predicted)
屈折率
20 · nD20 1.5224
酸解離定数(Pka)
7.53 · 7.53±0.50(Predicted)

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。

毒性情報

Treatment · 1 件

Treatment of overdose with non-selective MAOIs is symptomatic and supportive. Induction of emesis or gastric lavage with instillation of charcoal slurry may be helpful in early poisoning, provided the airway has been protected against aspiration. Signs and symptoms of central nervous system stimulation, including convulsions, should be treated with diazepam, given slowly intravenously. Phenothiazine derivatives and central nervous system stimulants should be avoided. Hypotension and vascular collapse should be treated with intravenous fluids and, if necessary, blood pressure titration with an intravenous infusion of a dilute pressor agent. It should be noted that adrenergic agents may produce a markedly increased pressor response. Respiration should be supported by appropriate measures, including management of the airway, use of supplemental oxygen, and mechanical ventilatory assistance, as required. Body temperature should be monitored closely. Intensive management of hyperpyrexia may be required. Maintenance of fluid and electrolyte balance is essential. (L1712)

Exposure RoutesOral. Rapidly absorbed from the gastrointestinal tract.
Toxicity Summary · 1 件

Although the mechanisms for selegiline's beneficial action in the treatment of Parkinson's disease are not fully understood, the selective, irreversible inhibition of monoamine oxidase type B (MAO-B) is thought to be of primary importance. MAO-B is involved in the oxidative deamination of dopamine in the brain. Selegiline binds to MAO-B within the nigrostriatal pathways in the central nervous system, thus blocking microsomal metabolism of dopamine and enhancing the dopaminergic activity in the substantial nigra. Selegiline may also increase dopaminergic activity through mechanisms other than inhibition of MAO-B. At higher doses, selegiline can also inhibit monozmine oxidase type A (MAO-A), allowing it to be used for the treatment of depression. MAO's activity is inhibited when selegiline binds to the isoalloxazine flavin adenine dinucleotide (FAD) at its active center

Carcinogen ClassificationNo indication of carcinogenicity to humans (not listed by IARC).
Toxicity Data

化学と産業

薬理情報

Metabolism/MetabolitesHalf Life: 1.2-2 hours
MeSH Pharmacological Classification · 4 件

Mood-stimulating drugs used primarily in the treatment of affective disorders and related conditions. Several MONOAMINE OXIDASE INHIBITORS are useful as antidepressants apparently as a long-term consequence of their modulation of catecholamine levels. The tricyclic compounds useful as antidepressive agents (ANTIDEPRESSIVE AGENTS, TRICYCLIC) also appear to act through brain catecholamine systems. A third group (ANTIDEPRESSIVE AGENTS, SECOND-GENERATION) is a diverse group of drugs including some that act specifically on serotonergic systems.

Agents used in the treatment of Parkinson's disease. The most commonly used drugs act on the dopaminergic system in the striatum and basal ganglia or are centrally acting muscarinic antagonists.

A chemically heterogeneous group of drugs that have in common the ability to block oxidative deamination of naturally occurring monoamines. (From Gilman, et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 8th ed, p414)

Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids.

Cellular LocationsCytoplasm

用途と製造

Uses · 1 件

Monotherapy for initial treatment of Parkinson's disease, as well as an adjunct therapy in patients with a decreased response to levodopa/carbadopa. Also used for the palliative treatment of mild to moderate Alzheimer's disease and at higher doses, for the treatment of depression.

サプライヤー2 社

上海陶术生物科技股份有限公司13564774135 · [email protected]

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
Benzeneethanamine, N,α-dimethyl-N-2-propyn-1-yl-
(RS)-Selegiline hydrochloride CRS(+-)-DeprenylSelegilinum [INN-Latin]Selegilina [INN-Spanish]dl-Deprenyl(.+/-.)-DeprenylN,alpha-Dimethyl-N-2-propynylbenzeneethanamineCHEMBL8663

データベース識別子

CAS
14611-51-9、2323-36-6
PubChem CID
5195
DTXSID
DTXSID60860142
ChEMBL
CHEMBL8663
ChEBI
CHEBI:50217
UNII
DPF682Q08V
Nikkaji
J21.365I
LD50: 63 mg/kg (Intravenous, Rat) (A308)

安全データ

ridadr
1851
hazard_class
6.1(b)
packing_group
III
杭州洁汉化工有限公司+86-571-86217390; +8618058761490 · [email protected]