Propranolol

PROPANALOL · Avlocardyl · rac-Propanolol · 1-naphthalen-1-yloxy-3-(propan-2-ylamino)propan-2-ol · Reducor · Betalong · Avlocanol · 208-378-0

https://huagongshe.com/ko/chemical/4946

식별자 및 물리적 특성

CAS No.	13013-17-7
분자식	C16H21NO2
평균 분자량	259.34 g/mol
단동위원소 질량	259.15722891 g/mol
SMILES	CC(C)NCC(O)COc1cccc2ccccc12
InChIKey	AQHHHDLHHXJYJD-UHFFFAOYSA-N
PubChem CID	4946
ChEMBL	CHEMBL27
ChEBI	CHEBI:8499
EC No.	208-378-0
DTXSID	DTXSID6023525

화학 및 물리적 성질

XLogP	3
극성 표면적	41.5
수소 결합 공여자 수	2
수소 결합 수용자 수	3
회전 가능 결합 수	6
무거운 원자 수	19
형식 전하	0
복잡도	257
물질 분류	Other Uses -> Pharmaceuticals
의약품	Pharmaceuticals -> Antihypertensive drugsPharmaceuticals -> Used in Switzerland
LogP(분배 계수)	3.483.09
용해도	0.0617 mg/L at 25 °CDMSO(약간 용해됨), 메탄올(약간 용해됨)
Human Drugs	Antidepressants -> Beta blockersBreast FeedingLactationMilk, HumanAntihypertensive AgentsAdrenergic Beta-AntagonistsAntiarrhythmicsEMA approved medicines: Human medicinePharmaceuticalsAntianginal medicines
녹는점	96 °C163-164 °C
Physical Description	Solid
Ionization Efficiency	Positive3.752.7Agilent XCTElectrospray ionizationformic acid (5.3nM)
Dissociation Constants	9.539.459.42
Collision Cross Section	162.5 Å² [M+H]+ [CCS Type: DTBuffer gas: N2Ionization: APCI+Dataset: TOXCASTSource Identifier: DTXSID3021198]161.5 Å² [M+H]+ [CCS Type: TWMethod: calibrated with polyalanine and drug standards]162.7 Å² [M+H]+ [CCS Type: TWMethod: Major Mix IMS/Tof Calibration Kit (Waters)]155.55 Å² [M+H-H2O]+ [CCS Type: TW
끓는 점	402.6°C (rough estimate)
밀도	1.0280 (rough estimate)
굴절률	1.5500 (estimate)
저장 조건	-20°C Freezer, Under inert atmosphere
물리적 상태	고체
pKa(산도 계수)	13.84±0.20(Predicted)
색상	흰색에서 황백색까지
용해도	80.99mg/L(25℃)
InChI	InChI=1S/C16H21NO2/c1-12(2)17-10-14(18)11-19-16-9-5-7-13-6-3-4-8-15(13)16/h3-9,12,14,17-18H,10-11H2,1-2H3
InChIKey	AQHHHDLHHXJYJD-UHFFFAOYSA-N
SMILES	C(NC(C)C)C(O)COC1=C2C(C=CC=C2)=CC=C1
NIST	Propranolol(525-66-6)
EPA	2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)- (525-66-6)

화학적 성질

Colorless crystals.Soluble in water and alcohol; insoluble in benzene and ether.

안전 및 규제

GHS 분류	WarningH302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]P264, P270, P301+P317, P330, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 2 reports by companies from 1 notifications to the ECHA C&L Inventory.
규제 정보	Status: Active Update: 13-09-2017 https://echa.europa.eu/registration-dossier/-/registered-dossier/20584Propranolol: Does not have an individual approval but may be used under an appropriate group standard
기타 안전 정보	IMAP assessments - 2-Propanol, 1-[(1-methylethyl)amino]-3-(1-naphthalenyloxy)-: Human health tier I assessment
유해성 요약	Allergic contact dermatitis reported in pharmaceutical workers[Kanerva, p. 1830] See Oxprenolol.
Hazard Classes and Categories	Acute Tox. 4 (100%)
Hepatotoxicity	Mild-to-moderate elevations in serum aminotransferase levels occur in less than 2% of patients on propranolol and are usually transient and asymptomatic, resolving even with continuation of therapy. Despite its widespread use, propranolol has not been convincingly linked to instances of clinically apparent liver injurythe few cases reported have generally occurred in patients who were receiving other well known hepatotoxic agents or were associated with elevations in serum enzymes only without jaundice.
유해 작용	Skin Sensitizer - An agent that can induce an allergic reaction in the skin.Common side effects of using propranolol include bradycardia, gastrointestinal issues, abdominal pain, nausea, erectile dysfunction, and wheezing/bronchospasms. Propranolol use can also cause drowsiness, fatigue, and cold extremities. Some extreme side effects to be aware of include allergic reactions, insulin resistance, and hallucinations. Prescribers need to explain and discuss all of the side effects before giving patients a prescription for propranolol.
독성 요약	Ingestion of greater than 1 g of propranolol in 24 hours can potentially be lethal and lead to profound bradycardia, bradyarrhythmia, hypotension, bronchospasm.
Drug Induced Liver Injury	Benchmark Dataset for the Liver Toxicity Knowledge Base (LTKB)

용도

개요

Propranolol was responsible for sensitisation of workers in drug synthesis. In one case, epichlorhydrin was used for the production of both propranolol and oxprenolol.

용도

Cardiac depressant (anti-arrhythmic); anti-adrenergic (β-receptor).