올시프레나린

Metaproterenol

HCID 4086CAS 586-06-1

기본 정보

표준 SMILES
CC(C)NCC(O)c1cc(O)cc(O)c1
InChIKey
LMOINURANNBYCM-UHFFFAOYSA-N
분자식
C11H17NO3
평균 분자량
211.26 g/mol
단동위원소 질량
211.1208434

개요

Metaproterenol is a member of phenylethanolamines.

이름 및 식별자

우선 이름
Metaproterenol
IUPAC
5-[1-hydroxy-2-(propan-2-ylamino)ethyl]benzene-1,3-diol
현지명
올시프레나린
영어명
Orciprenaline
분자식
C11H17NO3
분자량
211.26

이름 및 동의어

metaproterenolORCIPRENALINE586-06-1OrciprenalinaOrciprenalinum(RS)-1-(3,5-Dihydroxyphenyl)-2-isopropylaminoethanol5-{1-hydroxy-2-[(propan-2-yl)amino]ethyl}benzene-1,3-diol53QOG569E03,5-Dihydroxy-alpha-((isopropylamino)methyl)benzyl alcoholNSC-757089CHEBI:6792DTXSID8048529
이름 더 보기
올시프레나린Orciprenaline USP/EP/BPEpinephrine Impurity 43Orciprenaline & Orciprenaline SulfateIsoprenaline Hydrochloride Impurity 28Metaproterenol (base and/or unspecified salts)1-(3,5-dihydroxyphenyl)-2-isopropylaminoethanol5-[1-hydroxy-2-(isopropylamino)ethyl]resorcinol5-[2-(Isopropylamino)-1-hydroxyethyl]-1,3-benzenediol3,5-Dihydroxy-a-[(isopropylamino)methyl]benzyl alcohol
5-(1-hydroxy-2-((propan-2-yl)amino)ethyl)benzene-1,3-diolRefChem:856847Polistirex, MetaproterenolDTXCID9027996CHEBI:82719R03AB03R03CB03209-569-1

데이터베이스 식별자

CAS
586-06-1
PubChem CID
4086
DTXSID
DTXSID8048529
ChEMBL
CHEMBL776
ChEBI
CHEBI:6792
UNII
53QOG569E0
EC Number
209-569-1
Nikkaji
J6.736I

물성

구조 계산 물성

XLogP
0.7
극성 표면적
72.7 Ų
수소 결합 공여자 수
4
수소 결합 수용자 수
4
회전 가능 결합 수
4
무거운 원자 수
15

실험 및 물리화학적 성질

DrugsPharmaceutical
LogP1
Solubility · 2건

9.7mg/L

6.92e+00 g/L

Human Drugs · 2건

Breast Feeding; Lactation; Milk, Human; Anti-Asthmatic Agents; Bronchodilator Agents; Beta Adrenergic Agonists

Pharmaceuticals

Melting Point100 °C
Physical DescriptionSolid

물리화학적 성질

녹는점
100 ° · 100°
끓는 점
350.94 °C · 350.94°C (rough estimate)
밀도
1.124 · 1.1240 (rough estimate)
굴절률
1.5718 · 1.5718 (estimate)
산도 계수 (pKa)
9.11 · 9.11±0.10(Predicted)

안전 및 규제

GHS 분류

GHS ClassificationNot Classified

유해성 정보

Regulatory Information1,3-Benzenediol, 5-1-hydroxy-2-(1-methylethyl)aminoethyl-: Does not have an individual approval but may be used under an appropriate group standard
Other Safety InformationIMAP assessments - 1,3-Benzenediol, 5-[1-hydroxy-2-[(1-methylethyl)amino]ethyl]-: Environment tier I assessment
Hazard Classes and CategoriesNot Classified

독성 정보

Drug Induced Liver Injury · 6건

Benchmark Dataset for the Liver Toxicity Knowledge Base (LTKB)

metaproterenol

Medihaler-Iso

Adrenergics

Not Applicable

no-DILI-concern

Effects During Pregnancy and Lactation◉ Summary of Use during Lactation

화학 및 산업

약리 정보

ATC Code · 4건

R - Respiratory system

R - Respiratory system

QR - Respiratory system

QR - Respiratory system

Pharmacodynamics · 1건

Orciprenaline (also known as metaproterenol), a synthetic amine, is structurally and pharmacologically similar to isoproterenol. Orciprenaline is used exclusively as a bronchodilator. The pharmacological effects of beta adrenergic agonist drugs, such as orciprenaline, are at least in part attributable to stimulation through beta adrenergic receptors of intracellular adenyl cyclase, the enzyme which catalyzes the conversion of adenosine triphosphate (ATP) to cyclic- 3',5'- adenosine monophosphate (c-AMP). Increased cAMP levels lead to relaxation of bronchial smooth muscles and inhibition of the release of inalammatory mediators from mast cells that are involved in promoting immediate hypersensitivity .

Mechanism of Action · 1건

Orciprenaline stimulates the β2-adrenergic receptor expressed in the lungs, uterus, and vasculature supplying skeletal muscles by acting as a moderately selective agonist. It exerts minimal or no effect on alpha-adrenergic receptors. Intracellularly, the actions of orciprenaline are mediated by cAMP, the production of which is augmented by beta stimulation. The drug is believed to work by activating adenylate cyclase, the enzyme responsible for producing the cellular mediator cAMP.

Biological Half-Life6 hours
Metabolism/MetabolitesHepatic and gastric. The major metabolite, orciprenaline-3-0-sulfate, is produced in the gastrointestinal tract. Orciprenaline is not metabolized by catechol-0-methyltransferase nor have glucuronide conjugates been isolated to date.
FDA Pharmacological Classification · 5건

53QOG569E0

METAPROTERENOL

Mechanisms of Action [MoA] - Adrenergic beta2-Agonists

Established Pharmacologic Class [EPC] - beta2-Adrenergic Agonist

Metaproterenol is a beta2-Adrenergic Agonist. The mechanism of action of metaproterenol is as an Adrenergic beta2-Agonist.

용도 및 제조

Use ClassificationPharmaceuticals

응용 분야

용도Bronchodilator.

상·하류 제품 정보

공급사31 곳

北京华美互利生物化工010-56205725 · [email protected]
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湖北瑞玛标物科技有限公司15787879035 15787875101 · [email protected]
武汉布林科技有限公司3456065315 13260619011 · [email protected]

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