Sulbactam

HCID 130313CAS 68373-14-8

基本情報

標準SMILES
CC1(C)[C@H](C(=O)O)N2C(=O)C[C@H]2S1(=O)=O
InChIKey
FKENQMMABCRJMK-RITPCOANSA-N
分子式
C8H11NO5S
平均分子量
233.24 g/mol
単同位体質量
233.03579362

名称と識別子

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

名称と別名

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
名称をさらに表示
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)-

データベース識別子

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

物性

構造計算による物性

XLogP
-1
極性表面積
100 Ų
水素結合供与体数
1
水素結合受容体数
5
回転可能結合数
1
重原子数
15

実験および物理化学的性質

Melting Point156

安全と法規制

GHS分類

GHS Classification · 6 件

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.

危険有害性情報

Regulatory Information · 2 件

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%)

法規制情報

Regulatory Information · 2 件

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.

化学と産業

薬理情報

ATC Code · 2 件

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 · 1 件

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.

用途と製造

Uses · 1 件

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

関連反応

15 件

関連ノート

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