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Erdosteine

HCID 65632
노트반응
기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트
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기본 정보

CAS
105426-14-0
표준 SMILES
O=C(O)CSCC(=O)NC1CCSC1=O
InChIKey
QGFORSXNKQLDNO-UHFFFAOYSA-N
분자식
C8H11NO4S2
평균 분자량
249.3 g/mol
단동위원소 질량
249.01295018

개요

Erdosteine is a N-acyl-amino acid.

이름 및 식별자

우선 이름
Erdosteine
IUPAC
2-[2-oxo-2-[(2-oxothiolan-3-yl)amino]ethyl]sulfanylacetic acid
영어명
Erdosteine
분자식
C8H11NO4S2
분자량
249.31

이름 및 동의어

Erdosteine84611-23-4RV-144ErdosteinumMucotecDTXSID8048735erdosteinaErdotin76J0853EKARV144DTXCID50286612-({[(2-oxothiolan-3-yl)carbamoyl]methyl}sulfanyl)acetic acid
이름 더 보기
pv144KW-9144ErdostenErdostieneErdosteine1Erdosteine>
(+-)-((((Tetrahydro-2-oxo-3-thienyl)carbamoyl)methyl)thio)acetic acid2-((((2-oxothiolan-3-yl)carbamoyl)methyl)sulfanyl)acetic acidRefChem:137478R05CB15DithiosteineRV 1442-[2-oxo-2-[(2-oxothiolan-3-yl)amino]ethyl]sulfanylacetic acid105426-14-0

데이터베이스 식별자

CAS
105426-14-0、84611-23-4
PubChem CID
65632
DTXSID
DTXSID8048735
ChEMBL
CHEMBL1697744
ChEBI
CHEBI:135014
UNII
76J0853EKA
EC Number
642-172-5
Nikkaji
J325.880G

물성

구조 계산 물성

XLogP
-0.1
극성 표면적
134 Ų
수소 결합 공여자 수
2
수소 결합 수용자 수
6
회전 가능 결합 수
5
무거운 원자 수
15
형식 전하
0
복잡도
282

실험 및 물리화학적 성질

DrugsPharmaceuticals -> Used in Switzerland

물리화학적 성질

녹는점
156 · 156-160°C
끓는 점
590.4 · 590.4±50.0 °C(Predicted)
밀도
1.48 · 1.48±0.1 g/cm3(Predicted)
저장 조건
2 · Sealed in dry,2-8°C
용해도
아세토니트릴(약간 용해됨), DMSO(약간 용해됨), 메탄올(약간 용해됨)
산도 계수 (pKa)
3.71 · 3.71(at 25℃)
물리적 상태
고체
색상
흰색에서 황백색까지
Merck
14 · 14,3647
InChI
1S/C8H11NO4S2/c10-6(3-14-4-7(11)12)9-5-1-2-15-8(5)13/h5H,1-4H2,(H,9,10)(H,11,12)
InChIKey
QGFORSXNKQLDNO-UHFFFAOYSA-N
SMILES
S1CCC(C1=O)NC(=O)CSCC(=O)O

화학적 성질

Off-White Solid

안전 및 규제

안전 정보는 참고용이며, 공급업체의 물질안전보건자료(SDS), 관련 법규 및 전문가 평가를 대체하지 않습니다.

GHS 분류

GHS Classification · 5건

This chemical does not meet GHS hazard criteria for 12.5% (1 of 8) of reports.

Warning

H302 (75%): Harmful if swallowed [Warning Acute toxicity, oral]

P264, P264+P265, P270, P280, P301+P317, P302+P352, P305+P351+P338, P317, P321, P330, P337+P317, P362+P364, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 8 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

유해성 정보

Hazard Classes and CategoriesAcute Tox. 4 (75%)

안전 데이터

wgk
WGK 3
rtecs
AJ1476200
독성
LD50 in mice and rats (g/kg): >10 orally; >3.5 i.v. (Gonella)
HS 번호
2934.99.9001
Hazard Classifications
Acute Tox. 4 Oral
스토리지 클래스
11 - Combustible Solids

화학 및 산업

약리 정보

ATC Code · 3건

R05CB15

R - Respiratory system

QR - Respiratory system

Mechanism of Action · 1건

Erdosteine, is an orally administered mucolytic agent. It is classified as a thiol derivative and produced for the management of symptoms caused by chronic obstructive bronchitis. Erdosteine contains sulfhydryl groups which are released after hepatic first-pass metabolism in the liver. Its active metabolites (3 in number) exert both mucolytic activity and scavenging activity against free radicals. Erdosteine acts to regulate the production of mucus in the airway and regulates its viscosity while enhancing mucociliary transport. This leads to an increase in expectoration. Erdosteine shows inhibition against the effects of free radicals from cigarette smoke. Clinical studies in patients with chronic obstructive lung disease (COPD) have shown that this drug is generally safe and well tolerated. Erdosteine 300mg twice daily reduced cough (both frequency and severity) and sputum viscosity more quickly and more effectively than placebo and reduced the adhesivity of sputum more effectively than ambroxol 30mg twice daily. Co-administration of erdosteine and amoxicillin in patients with acute infective exacerbation of chronic bronchitis resulted in higher concentrations of the antibiotic in the sputum, leading to earlier and more pronounced amelioration of clinical symptoms compared with placebo. Erdosteine is associated with a low incidence of adverse events, most of which are gastrointestinal and generally mild.

MeSH Pharmacological ClassificationAgents that increase mucous excretion. Mucolytic agents, that is drugs that liquefy mucous secretions, are also included here.
응용 분야 · 2건

개요Erdosteine is a new expectorant introduced in France for the treatment of chronic bronchitis. Erdosteine possesses mucomodulator, mucolytic, mucokinetic and free radical scavenging properties. Its therapeutic efficacy has been demonstrated in patients affected by congestion and viscous mucus in higher and lower respiratory tracts as in acute and chronic bronchitis, sinusitis, otitis, tracheopharyngitis and coryza. Erdosteine acts through its active metabolites containing free sulfhydryl groups which are able to depolymerize the mucopolysaccharides of the excreatum by breaking the disulfide linkages (thereby lowing its viscosity). The prodrug approach provides unique characteristics to erdosteine by offering stable therapeutic efficacy and prevention of the gastric mucus from lythic phenomena. The agent was also reported to have local antiinflammatory and antielastase properties and enhances penetration of antibiotics into bronchial mucus.

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화합물 노트

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이 페이지에서기본 정보개요이름 및 식별자물성안전 및 규제화학 및 산업관련 반응화합물 노트

용도Erdosteine is a mucolytic. Erdosteine was developed for the treatment of chronic obstructive bronchitis.

상·하류 제품 정보

상류 원료

N-클로로아세틸-DL-호모시스테인티오락톤티오디글리콜산무수물HOMOCYSTEINE THIOLACTONE티오글리콜산

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