Sulbactam

HCID 130313CAS 68373-14-8

기본 정보

표준 SMILES
CC1(C)[C@H](C(=O)O)N2C(=O)C[C@H]2S1(=O)=O
InChIKey
FKENQMMABCRJMK-RITPCOANSA-N
분자식
C8H11NO5S
평균 분자량
233.24 g/mol
단동위원소 질량
233.03579362

이름 및 식별자

우선 이름
Sulbactam
IUPAC
(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

이름 및 동의어

SULBACTAM68373-14-8SulbactamumBetamaze(2S,5R)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxidePenicillanic Acid Sulfonepenicillanic acid 1,1-dioxide(2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid 4,4-dioxideDTXSID1023605S4TF6I2330NSC-759886CP 45899
이름 더 보기
CP-458992CHEBI:9321DTXCID5036052,2-dimethyl-1,1-dioxidopenam-3alpha-carboxylic acidCP45899CP-458994-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S-cis)-4-Thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S-cis)-

데이터베이스 식별자

CAS
68373-14-8
PubChem CID
130313
DTXSID
DTXSID1023605
ChEMBL
CHEMBL403
ChEBI
CHEBI:9321
UNII
S4TF6I2330
EC Number
269-878-2
Nikkaji
J689.013J

물성

구조 계산 물성

XLogP
-1
극성 표면적
100 Ų
수소 결합 공여자 수
1
수소 결합 수용자 수
5
회전 가능 결합 수
1
무거운 원자 수
15

실험 및 물리화학적 성질

Melting Point156

안전 및 규제

GHS 분류

GHS Classification · 6건

This chemical does not meet GHS hazard criteria for 1.2% (1 of 80) of reports.

Danger

H302 (51.2%): Harmful if swallowed [Warning Acute toxicity, oral];H317 (47.5%): May cause an allergic skin reaction [Warning Sensitization, Skin];H334 (47.5%): May cause allergy or asthma symptoms or breathing difficulties if inhaled [Danger Sensitization, respiratory]

P233, P260, P261, P264, P270, P271, P272, P280, P284, P301+P317, P302+P352, P304+P340, P321, P330, P333+P317, P342+P316, P362+P364, P403, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 80 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.;Reported as not meeting GHS hazard criteria per 1 of 80 reports by companies.;There are 6 notifications provided by 79 of 80 reports by companies with hazard statement code(s).;Information may vary between notifications depending on impurities, additives, and other factors. The percentage value in parenthesis indicates the notified classification ratio from companies that provide hazard codes. Only hazard codes with percentage values above 10% are shown. For more detailed information, please visit ECHA C&L website.

유해성 정보

Regulatory Information · 2건

Status: Active Update: 05-05-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/23709

4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S,5R)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

Hazard Classes and CategoriesAcute Tox. 4 (51.2%);Skin Sens. 1 (47.5%);Resp. Sens. 1 (47.5%)

규제 정보

Regulatory Information · 2건

Status: Active Update: 05-05-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/23709

4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S,5R)-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.

화학 및 산업

약리 정보

ATC Code · 2건

J - Antiinfectives for systemic use;J01 - Antibacterials for systemic use;J01C - Beta-lactam antibacterials, penicillins;J01CG - Beta-lactamase inhibitors;J01CG01 - Sulbactam

QJ - Antiinfectives for systemic use;QJ01 - Antibacterials for systemic use;QJ01C - Beta-lactam antibacterials, penicillins;QJ01CG - Beta-lactamase inhibitors;QJ01CG01 - Sulbactam

Protein BindingSulbactam is approximately 38% reversibly bound to plasma proteins.
Pharmacodynamics · 1건

When given together with beta-lactam antibiotics, sulbactam broadens their antibacterial spectrum by blocking the enzyme involved in their hydrolysis. Sulbactam alone possesses weak intrinsic antibacterial activity except against the _Neisseriaceae_, _Acinetobacter spp._, and _Bacteroides fragilis_ as it can bind to the penicillin-binding proteins. Sulbactam restores the activity of beta-lactam antibiotics against a range of beta-lactamase-producing gram-positive and gram-negative bacteria.

Mechanism of ActionSulbactam is a competitive, irreversible bacterial beta (β)-lactamase inhibitor. It is reported to be more potent against class C beta-lactamases.
Biological Half-LifeIn healthy volunteers, the half-life is approximately one hour.
Metabolism/MetabolitesMetabolism of sulbactam has not been characterized.

용도 및 제조

Uses · 1건

Use (kg; approx.) in Germany (2009): >10000;Use (kg; exact) in Germany (2009): 27580;Use (kg) in USA (2002): 6920;Consumption (g per capita; approx.) in Germany (2009): 0.122;Consumption (g per capita; exact) in Germany (2009): 0.337;Consumption (g per capita) in the USA (2002): 0.0245;Excretion rate: 0.8;Calculated removal (%): 75.1

관련 반응

15건

연결된 노트

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