벤젠메탄올,-알파-(1-아미노에틸)-
(1S,2R)-(+)-Norephedrine
기본 정보
- CAS
14838-15-4- 표준 SMILES
CC(N)C(O)c1ccccc1- InChIKey
DLNKOYKMWOXYQA-UHFFFAOYSA-N- 분자식
- C9H13NO
- 평균 분자량
- 151.21 g/mol
- 단동위원소 질량
- 151.09971404
개요
Phenylpropanolamine is a sympathomimetic agent that acts as a nonselective adrenergic receptor agonist and norepinephrine reuptake inhibitor. It has been used as a decongestant and appetite suppressant. Currently, it is withdrawn from the market in Canada and the United States due to the risk for hemorrahgic strokes.
이름 및 식별자
- 우선 이름
- (1S,2R)-(+)-Norephedrine
- IUPAC
- 2-amino-1-phenylpropan-1-ol
- 현지명
- 벤젠메탄올,-알파-(1-아미노에틸)-
- 영어명
- Benzenemethanol, -alpha--(1-aminoethyl)-
- 분자식
- C9H13NO
- 분자량
- 151.21
이름 및 동의어
2-Amino-1-phenyl-1-propanol(1S,2R)-(+)-NorephedrineDTXSID70859305RefChem:393928DTXCID00196755628-077-148115-38-4alpha-(1-aminoethyl)benzyl alcoholNSC-120735UNII-683H0R96592-Amino-2-methyl-1-phenylethanol2-Amino-1-hydroxy-1-phenylpropane
이름 더 보기
벤젠메탄올,-알파-(1-아미노에틸)-α-(1-Aminoethyl)benzenemethanolBenzenemethanol, α-(1-aminoethyl)-Benzenemethanol, -alpha--(1-aminoethyl)-
beta-Hydroxy-alpha-methylphenethylamineBenzenemethanol, alpha-(1-aminoethyl)-Benzenemethanol, .alpha.-(1-aminoethyl)-683H0R965937577-28-9Dexatrim(-)-Pseudo NorephedrineNorpseudoephedrine, (+)-
데이터베이스 식별자
- CAS
14838-15-4、37577-28-9、48115-38-4- PubChem CID
- 4786
- DTXSID
DTXSID70859305- ChEMBL
CHEMBL61006- EC Number
- 628-077-1
- Nikkaji
- J136.573H
물성
구조 계산 물성
- XLogP
- 0.8
- 극성 표면적
- 46.3 Ų
- 수소 결합 공여자 수
- 2
- 수소 결합 수용자 수
- 2
- 회전 가능 결합 수
- 2
- 무거운 원자 수
- 11
- 형식 전하
- 0
- 복잡도
- 110
실험 및 물리화학적 성질
Drugs
DEA NFLIS-Drug Category -> Phenethylamines (Amphetamines) (S)
Pharmaceuticals
SolubilityFreely soluble
Melting Point190-194 °C
Dissociation Constants9.44 (at 20 °C)
물리화학적 성질
- 녹는점
- 103 °C · 103 °C
- 끓는 점
- 122 °C · 122 °C(Press: 4-5 Torr)
- 밀도
- 1.071 · 1.071±0.06 g/cm3(Predicted)
- 산도 계수 (pKa)
- 12.07 · 12.07±0.45(Predicted)
안전 및 규제
안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.
GHS 분류
GHS Classification
Warning
H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]
P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 40 reports by companies from 3 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
유해성 정보
Hazard Classes and CategoriesAcute Tox. 4 (100%)
화학 및 산업
약리 정보
Pharmacodynamics
Phenylpropanolamine (PPA), a sympathomimetic agent structurally similar to pseudoephedrine, is used to treat nasal congestion. Phenylpropanolamine is found in appetite suppressant formulations and with guaifenesinin in cough-cold formulations. In 2000, the FDA requested that all drug companies discontinue marketing products containing phenylpropanolamine, due to an increased risk of hemorrhagic stroke in women who used phenylpropanolamine.
Mechanism of Action
Phenylpropanolamine acts directly on alpha- and, to a lesser degree, beta-adrenergic receptors in the mucosa of the respiratory tract. Stimulation of alpha-adrenergic receptors produces vasoconstriction, reduces tissue hyperemia, edema, and nasal congestion, and increases nasal airway patency. PPA indirectly stimulates beta-receptors, producing tachycardia and a positive inotropic effect.
Biological Half-Life2.1 to 3.4 hours.
Metabolism/MetabolitesHepatic
Absorption, Distribution and ExcretionReduced bioavailability (about 38%) from gastrointestinal tract because of first pass metabolism by monoamine oxidase in the stomach and liver.
용도 및 제조
UsesUse (kg; approx.) in Germany (2009): >100
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