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レブメタンフェタミン

Levmetamfetamine

HCID 36604
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
部分構造検索類似構造を探す

基本情報

CAS
33817-09-3
標準SMILES
CN[C@H](C)Cc1ccccc1
InChIKey
MYWUZJCMWCOHBA-SECBINFHSA-N
分子式
C10H15N
平均分子量
149.23 g/mol
単同位体質量
149.12044948

概要

Levmetamfetamine is a member of amphetamines.

名称と識別子

優先名称
Levmetamfetamine
IUPAC
(2R)-N-methyl-1-phenylpropan-2-amine
現地名
レブメタンフェタミン
英語名
(-)-2-[Methylamino]-1-phenylpropane
分子式
C10H15N
分子量
149.24

名称と別名

LevmetamfetamineL-Methamphetaminel-MethylamphetaminelevomethamphetamineR(-)-N-Methylamphetaminel-1-Phenyl-2-methylaminopropaneVicksLevmetamfetamine ciiNSC 6084levmetanfetaminal-1-Phenyl-2-methylamino-propanEINECS 251-687-0
名称をさらに表示
レブメタンフェタミン(R)-N-メチル-1-フェニル-2-プロパンアミン(R)-α,N-ジメチルベンゼンエタンアミンメチル[(2R)-1-フェニルプロパン-2-イル]アミン(R)-N,1-ジメチル-2-フェニルエタンアミンR(-)-メタンフェタミン[R,(-)]-N,α-ジメチルベンゼンエタンアミン(-)-メタンフェタミン(R)-N-メチル-1-フェニルプロパン-2-アミン(2R)-N-メチル-1-フェニルプロパン-2-アミン(R)-(-)-メタンフェタミン(-)-デオキシエフェドリン(αR)-N,α-ジメチルベンゼンエタンアミン(R)-N,α-ジメチルベンゼンエタンアミン(2R)-N-メチル-1-フェニル-2-プロパンアミン(R)-N-methyl-1-phenylpropan-2-amineL-DEOXYEPHEDRINER(-)-METHAMPHETAMINER-(-)-N-MethylamphetamineVicks Inhalermethylpropamine(-)-DEOXYEPHEDRINE
UNII-Y24T9BT2Q2Y24T9BT2Q2Benzeneethanamine, N,alpha-dimethyl-, (R)-Benzeneethanamine, N,alpha-dimethyl-, (-)-PHENETHYLAMINE, N,alpha-DIMETHYL-, (-)-(-)-(R)-N,alpha-DimethylphenethylamineDTXSID30187474Levmetamfetamine [USAN:USP:INN]

物性

構造計算による物性

XLogP
2.1
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
3
重原子数
11
形式電荷
0
複雑度
95

実験および物理化学的性質

DrugsPharmaceuticals -> Listed in ZINC15

物理化学的性質

融点
38 · 38-40 °C
沸点
104 · 104-107 °C(Press: 28 Torr)
比重(密度)
0.907 · 0.907±0.06 g/cm3(Predicted)
闪点
9 ℃ · 9℃
貯蔵温度
2 · 2-8°C
溶解性
Chloroform (Slightly), Ethanol (Slightly), Methanol (Sparingly)
外見
Oil
酸解離定数(Pka)
9.99 · pKa 9.99(H2O,t =25±0.5,I=0.01)(Approximate)
色
Pale Yellow
主な用途
法医学と毒物学
InChI
1S/C10H15N/c1-9(11-2)8-10-6-4-3-5-7-10/h3-7,9,11H,8H2,1-2H3/t9-/m1/s1
InChIKey
MYWUZJCMWCOHBA-SECBINFHSA-N
SMILES
CN[C@H](C)Cc1ccccc1

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

H301 (100%): Toxic if swallowed [Danger Acute toxicity, oral]

P203, P261, P262, P264, P264+P265, P270, P271, P273, P280, P301+P316, P302+P352, P304+P340, P305+P351+P338, P316, P318, P321, P330, P337+P317, P361+P364, P391, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 144 reports by companies from 4 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 CategoriesAcute Tox. 3 (100%)

毒性情報

Treatment · 1 件

Management of acute methamphetamine intoxication is largely symptomatic and includes gastric evacuation, administration of activated charcoal, and sedation. Experience with hemodialysis or peritoneal dialysis is inadequate to permit recommendations in this regard. Acidification of urine increases methamphetamine excretion, but is believed to increase risk of acute renal failure if myoglobinuria is present. Intravenous phentolamine has been suggested for possible acute, severe hypertension, if this complicates methamphetamine overdosage. Usually a gradual drop in blood pressure will result when sufficient sedation has been achieved. Chlorpromazine has been reported to be useful in decreasing CNS stimulation and sympathomimetic effects. (L1712)

Health Effects · 1 件

Using large amounts of these drugs can result in a condition known as amphetamine psychosis -- which can result in auditory, visual and tactile hallucinations, intense paranoia, irrational thoughts and beliefs, delusions, and mental confusion.

Exposure Routes · 1 件

Methamphetamine is rapidly absorbed from the gastrointestinal tract with peak methamphetamine concentrations occurring in 3.13 to 6.3 hours post ingestion. Methamphetamine is also well absorbed following inhalation and following intranasal administration. It is distributed to most parts of the body. Because methamphetamine has a high lipophilicity it is distributed across the blood brain barrier and crosses the placenta.

化学と産業

薬理情報

PharmacodynamicsLevomethamphetamine increases norepinephrine release resulting in increased vasocontriction.
Mechanism of ActionLevomethamphetamine crosses the blood-brain-barrier and acts as a TAAR1 agonist,[3] functioning as a selective norepinephrine releasing agent in the central nervous system,
Biological Half-LifeThe elimination half-life of levomethamphetamine is between 13.3 and 15 hours.
Metabolism/Metabolites · 2 件

Methamphetamine is a known human metabolite of selegiline.

Hepatic. The primary site of metabolism is in the liver by aromatic hydroxylation, N-dealkylation and deamination. At least seven metabolites have been identified in the urine, with the main metabolites being amphetamine (active) and 4-hydroxymethamphetamine. Other minor metabolites include 4-hydroxyamphetamine, norephedrine, and 4-hydroxynorephedrine. Route of Elimination: Excretion occurs primarily in the urine, the rate of which is dependent on urine pH. Between 30-54% of an oral dose is excreted in urine as unchanged methamphetamine and 10-23% as unchanged amphetamine. Following an intravenous dose, 45% is excreted as unchanged parent drug and 7% amphetamine. Half Life: The biological half-life has been reported in the range of 4 to 5 hours.

用途と製造

UsesFor the treatment of Attention Deficit Disorder with Hyperactivity (ADHD) and exogenous obesity.
応用分野 · 2 件

使用Nasal decongestant.

一般的な説明R(-)-Methamphetamine, or levomethamphetamine, is a vasoconstrictor and component of multiple over-the-counter nasal decongestants. This certified Snap-N-Spike solution is suitable for use as starting material in calibrators or controls for a variety of LC/MS or GC/MS applications such as forensic analysis, sports testing, clinical toxicology, or urine drug testing. R(-)-Methamphetamine belongs to the amphetamine and phenethylamine classes of drugs.

関連反応

2 件
反応記録を作成
HRID 2367265 の反応式
HRID 2367265生成物としてuspto-grants-2014_04
HRID 2367266 の反応式
HRID 2367266反応物としてuspto-grants-2014_04

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

データベース識別子

CAS
33817-09-3
PubChem CID
36604
DTXSID
DTXSID30187474
ChEMBL
CHEMBL1927030
ChEBI
CHEBI:136013
UNII
Y24T9BT2Q2
EC Number
251-687-0
Nikkaji
J50.041K
Toxicity Summary · 1 件

Methamphetamine enters the brain and triggers a cascading release of norepinephrine, dopamine and serotonin. To a lesser extent methamphetamine acts as a dopaminergic and adrenergic reuptake inhibitor and in high concentrations as a monamine oxidase inhibitor (MAOI). The mechanism of action involved in producing the beneficial behavioral changes seen in hyperkinetic children receiving methamphetamine is unknown.

Signs and Symptoms · 1 件

Manifestations of acute overdosage with methamphetamine include restlessness, tremor, hyperreflexia, rapid respiration, confusion, assaultiveness, hallucinations, panic states, hyperpyrexia, and rhabdomyolysis. Fatigue and depression usually follow the central stimulation. Cardiovascular effects include arrhythmias, hypertension or hypotension, and circulatory collapse. Gastrointestinal symptoms include nausea, vomiting, diarrhea, and abdominal cramps. Fatal poisoning usually terminates in convulsions and coma.

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

安全データ

wgk
3
rtecs
SH4905000
ridadr
UN 2810 6.1/PG 3
毒性
LD50 unreported in mouse: 70mg/kg
hs_code
2921490002
risk_code
23/24/25-63-36-39/23/24/25-11
hazard_code
T,F
safety_code
23-36/37/39-45-36/37-26-16-22
Hazard Classifications
Acute Tox. 3 DermalAcute Tox. 3 InhalationAcute Tox. 3 OralFlam. Liq. 2STOT SE 1
ストレージクラス
3 - Flammable liquids