Sulbactam

Product Name: Sulbactam
CAS No.: 68373-14-8
Chemical Name: Sulbactam
Synonyms: SULBACTAM ACID;sulbactum;CP-45899;penicillanic acid 1,1-dioxide;(2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide;Betamaze;SULBACTAM;Shu ba acid;Sulbactam CRS;Sulbactam >
CBNumber: CB1419201
Molecular Formula: C8H11NO5S
Formula Weight: 233.24
MOL File: 68373-14-8.mol

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Sulbactam Property

Melting point:: 154-157℃
alpha: D20 +251° (c = 0.01 in pH 5.0 buffer)
Boiling point:: 567.7±50.0 °C(Predicted)
Density: 1.62±0.1 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: H2O: ≥18mg/mL
form: lyophilized powder
pka: 2.62±0.40(Predicted)
color: white to tan
optical activity: [α]/D ≥+225°, c = 1 in H2O
Water Solubility: Soluble in water at 18mg/ml
Merck: 14,8889
Stability:: Hygroscopic
InChIKey: FKENQMMABCRJMK-RITPCOANSA-N
CAS DataBase Reference: 68373-14-8

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Safety

Hazard Codes: Xn
Risk Statements: 22
Safety Statements: 24/25
WGK Germany: 3
HS Code: 29349990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word: Warning
Hazard statements: H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHR2576
Product name: Sulbactam
Purity: Pharmaceutical Secondary Standard; Certified Reference Material
Packaging: 500MG
Price: $158
Updated: 2024/03/01

Sigma-Aldrich

Product number: 1623670
Product name: Sulbactam
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 250mg
Price: $436
Updated: 2024/03/01

Sigma-Aldrich

Product number: 94876
Product name: Sulbactam
Purity: analytical standard
Packaging: 10mg
Price: $144
Updated: 2022/05/15

TCI Chemical

Product number: S0868
Product name: Sulbactam
Purity: >98.0%(HPLC)(T)
Packaging: 5g
Price: $112
Updated: 2024/03/01

TCI Chemical

Product number: S0868
Product name: Sulbactam
Purity: >98.0%(HPLC)(T)
Packaging: 25g
Price: $378
Updated: 2024/03/01

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Sulbactam Chemical Properties,Usage,Production

Description

Sulbactam is prepared by partial chemical synthesis from penicillins. The oxidation of the sulfur atom to a sulfone greatly enhances the potency of sulbactam. The combination of sulbactam and ampicillin (Unasyn) is now clinically popular.

Originator

Sulbactam-Sodium,Antibiotic Co.,Bulgaria

Uses

antidepressant, dopamine uptake inhibitor

Uses

Sulbactam sodium is a semi-synthetic penem antibiotic formed by the oxidation of penicillanic acid to its sulfone and was invented by Barth at Pfizer in 1978. Sulbactam sodium is a weak antibiotic but its action as an irreversible inhibitor of β-lactamase is exploited to block the degradation of other penicillin derivatives. Sulbactam acts as a synergist with cephalosporins and penicillins against Gram positive bacteria and is used commercially in combination with ampicillin.

Uses

A β-lactamase inhibitor.

Definition

ChEBI: Sulbactam is a member of penicillanic acids.

Manufacturing Process

Sulbactam sodium is semi-synthetic antibiotic of penicillinic group. Start material for it's synthesis is 6-aminopenicillanic acid. First 6-aminopenicillanic acid was isolated in 1957 year from benzylpenicilline as resalt of treating of it by penicillinaze. Benzylpenicilline is produced by microorganism of genus Streptomyces.
Further, 6-aminopenicillanic acid reacted with bromine, hydrochloric acid and NaNO2. As a result the 6,6-dibromopenicillanic acid was obtained.
6,6-Dibromopenicillanic acid was oxidized by KMnO4, to give 6,6-dibromo-1,1-The 6,6-dibromo-1,1-dioxopenicillanic acid in presence of Fe was converted to the 1,1-dioxopenicillanic acid (sulbactam acid). The sulbactam acid was treated by sodium 2-ethylhexanoate and crude sulbactam sodium was obtained.

Therapeutic Function

Beta-lactamase inhibitor

Antimicrobial activity

Sulbactam has very weak antimicrobial activity against most bacteria. Its only notable activity is against N. gonorrhoeae, N. meningitidis and Acinetobacter baumannii.

Clinical Use

Sulbactam is penicillanic acid sulfone or 1,1-dioxopenicillanicacid. This synthetic penicillin derivative is a potent inhibitorof S. aureus β-lactamase as well as many β-lactamaseselaborated by Gram-negative bacilli. Sulbactam has weak intrinsicantibacterial activity but potentiates the activity ofampicillin and carbenicillin against β-lactamase–producingS. aureus and members of the Enterobacteriaceae family. Itdoes not, however, synergize with either carbenicillin or ticarcillinagainst P. aeruginosa strains resistant to these agents.Failure of sulbactam to penetrate the cell envelope is a possibleexplanation for the lack of synergy.
Fixed-dose combinations of ampicillin sodium and sulbactamsodium, marketed under the trade name Unasyn assterile powders for injection, have been approved for use inthe United States. These combinations are recommended forthe treatment of skin, tissue, intra-abdominal, and gynecologicalinfections caused by β-lactamase–producing strainsof S. aureus, E. coli, Klebsiella spp., P. mirabilis, B. fragilis,and Enterobacter and Acinetobacter spp.

Sulbactam Preparation Products And Raw materials

Raw materials

Potassium permanganate Acetic acid

Preparation Products

Sulbactam sodium Tazobactam acid

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Sulbactam Suppliers

Australia 1 Canada 2 China 316 Europe 2 France 1 Germany 6 India 17 Italy 1 Japan 2 Poland 2 Spain 1 United Kingdom 15 United States 44 Global 410

Novachemistry

Tel: 44-20819178-90 02081917890
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Advantage: 58

Carbosynth

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ProdList: 6005
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Molekula Limited

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ProdList: 6127
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Melrob Ltd (part of Nordmann)

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Country: United Kingdom
ProdList: 3065
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Align Chemical Limited

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Country: United Kingdom
ProdList: 102
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Long-Range Europe Limited

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Country: United Kingdom
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Whyte Chemicals

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Leancare Ltd.

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MOLEKULA Ltd.

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CARBONE SCIENTIFIC CO.,LTD

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Eurolabs Limited

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ETA SCIENTIFIC Co.,Ltd

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UK GREEN SCIENTIFIC CO.,LIMITED

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Fluorochem Ltd

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Zerenex Molecular Limited

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ProdList: 6204
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View Lastest Price from Sulbactam manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD

Product: Sulbactam 68373-14-8
Price: US $0.00-0.00/Kg/Drum
Min. Order: 1KG
Purity: 98%min
Supply Ability: 1000kg
Release date: 2021-10-14

Shaanxi Dideu Medichem Co. Ltd

Product: Sulbactam 68373-14-8
Price: US $1.00-1.00/KG
Min. Order: 1g
Purity: 99%
Supply Ability: 50tons
Release date: 2020-05-07

Hebei Yanxi Chemical Co., Ltd.

Product: Sulbactam 68373-14-8
Price: US $0.00/kg
Min. Order: 1kg
Purity: 0.99
Supply Ability: 20 tons
Release date: 2023-11-20

68373-14-8, SulbactamRelated Search:

Thioacetamide Ethyl 2-(Chlorosulfonyl)acetate Sodium 1-heptanesulfonate Citric acid Folic acid ISOHEPTANE Heptane Sodium thiosulfate pentahydrate Ascoric Acid Sulfasalazine Sulfanilic acid Sulfisoxazole Sulfamide Sulfenone Sulfolane Sulfamic acid monosodium salt Sulfathiazole Sulfamethoxazole

(2S,5R)-3,3-DIMETHYL-4,4,7-TRIOXO-4LAMBDA6-THIA-1-AZA-BICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID

(2S-CIS)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3,2,0]HEPTANE-2-CARBOXYLIC ACID 4,4-DIOXIDE

3,3-DIMETHYL-4,4,7-TRIOXO-4LAMBDA6-THIA-1-AZA-BICYCLO[3.2.0]HEPTANE-2-CARBOXYLIC ACID

SULBACTAM

SULBACTAM ACID

sulbactam acid (base)

PENICILLANIC ACID SULFONE

(2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide

(2S-cis)-3,3-dimethyl-7-oxy-4-sulph-1-aza dicyclo[3,2,0]heptane-2-carboxylic acid 4,4-dioxide

penicillanic acid 1,1-dioxide

SALBACTAM ACID

Sulbactam free acid

SULBACTAM FREE ACID((2S-CIS)-3,3-DIMETHYL-7-OXO-4-THIA-1-AZABICYCLO[3,2,0]HEPTANE-2-CARBOXYLIC ACID 4,4-DIOXIDE )

Sulbactam,Penicillanicacidsulfone

4-Thia-1-azabicyclo3.2.0heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S,5R)-

SULBACTAM(ACIDSODIUM)

Sulbactam (base and/or unspecified salts)

(2S-cis)-3，3-Dimethyl-7-oxo-4，4-dioxide-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4-4-oxide

(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Sultamicillin Impurity 1（Sultamicillin EP Impurity A）

sulbactum

Penicillanicacid 1,1-dioxide：CP-45899：CPL45899-2：Betamaze

4-Thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, (2S-cis)-

Betamaze

Penicillanic acid S,S-dioxide

(2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptan-2-carboxylic acid 4,4-dioxid

(2S,5β)-2β-Carboxy-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane4,4-dioxide

(2S,5β)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2β-carboxylic acid 4,4-dioxide

CP-45899

Penicillanic acid 4,4-dioxide

Sulbactam (250 mg) (COLD SHIPMENT REQUIRED)

Sulbactam (250 mg)H0C3960.976mg/mg(ai)

SulbactaM - See S8244

(2S,5R)-3,3-dimethyl-7-oxo-4,4-dioxide-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid

Penicillanic acid dioxide

Sulbactam/Sulbactam Acid

Sulbactam, 98%, an irreversible β-lactamase inhibitor

SULBACTAM(BETAMAZE)

Sultamicillin EP Impurity A

Sulbactam for peak identification CRS

Sulbactam CRS

Sulbactam &gt

Sulbactam USP/EP/BP

Sulbactam (CP 45899 and Betamaze)

(2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide[Sulbactam

Sulbactam (COLD SHIPMENT REQUIRED) (1623670)

Shu ba acid

methylene (2S,5R,6R)-6-[[(2R)-[[[[(2R)-aminophenylacetyl]amino][(4S)-4-[[[[[(2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl]oxy]methoxy]carbonyl]-5,5-dimethylthiazolidin-2-yl]acetyl]amino]phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (2S,5R)-3,3-dimethyl-4,4,7-trioxo-4λ6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate (sultamicillin dimer)

N-[[(2RS)-1-éthylpyrrolidin-2-yl]méthyl]-2-hydroxy-5-sulfamoylbenzamide

Sultamicillin Impurity A

Sultamicillin Tosilate Dihydrate Impurity A

Sultamicillin Tosilate Dihydrate EP Impurity A

C16986600 Sulbactam

Rimsulfuron Impurity 4(Sulfosulfuron)

68373-14-8

6837-14-8

73-14-8

68373-14-6