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Sulbactam

Sulbactam Structure
Sulbactam structure
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
Molecular Weight:
233.24
MDL Number:
MFCD00867005
MOL File:
68373-14-8.mol
Last updated:2024-03-29 13:39:17
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Sulbactam Properties

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
FDA UNII S4TF6I2330
ATC code J01CG01

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
Hazard Codes  Xn
Risk Statements  22
Safety Statements  24/25
WGK Germany  3
HS Code  29349990
NFPA 704
0
2 0

Sulbactam price More Price(49)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich PHR2576 Sulbactam Pharmaceutical Secondary Standard; Certified Reference Material 68373-14-8 500MG $158 2024-03-01 Buy
Sigma-Aldrich 1623670 Sulbactam United States Pharmacopeia (USP) Reference Standard 68373-14-8 250mg $436 2024-03-01 Buy
Sigma-Aldrich 94876 Sulbactam analytical standard 68373-14-8 10mg $144 2022-05-15 Buy
TCI Chemical S0868 Sulbactam >98.0%(HPLC)(T) 68373-14-8 5g $112 2024-03-01 Buy
TCI Chemical S0868 Sulbactam >98.0%(HPLC)(T) 68373-14-8 25g $378 2024-03-01 Buy
Product number Packaging Price Buy
PHR2576 500MG $158 Buy
1623670 250mg $436 Buy
94876 10mg $144 Buy
S0868 5g $112 Buy
S0868 25g $378 Buy

Sulbactam Chemical Properties,Uses,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

A β-lactamase inhibitor.

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.

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 Sodium 2-ethylhexanoate BROMOSULBACTAM (3S)-6,6-DIBROMO-2,2-DIMETHYLPENAM-3-CARBOXYLIC ACID 1,1-DIOXIDE
Sulbactam Impurity 8

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Preparation Products

Sulbactam sodium Tazobactam acid

Sulbactam Suppliers

Global( 398)Suppliers
Supplier Tel Email Country ProdList Advantage
Nanjing Sinoda Biological Technology Co., Ltd
+8613401983379 sales@njmcn.cn CHINA 74 58
Hebei Yanxi Chemical Co., Ltd. 		+8617531190177 peter@yan-xi.com China 5993 58
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 7786 58
airuikechemical co., ltd. 		+undefined86-15315557071 sales02@airuikechemical.com China 994 58
Capot Chemical Co.,Ltd. 		571-85586718 +8613336195806 sales@capotchem.com China 29797 60
Shanghai Daken Advanced Materials Co.,Ltd 		+86-371-66670886 info@dakenam.com China 15928 58
Henan Tianfu Chemical Co.,Ltd. 		+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21691 55
Hangzhou FandaChem Co.,Ltd. 		008657128800458; +8615858145714 fandachem@gmail.com China 9348 55
Nanjing ChemLin Chemical Industry Co., Ltd. 		025-83697070 product@chemlin.com.cn CHINA 3012 60
Shanghai Yingrui Biopharma Co., Ltd. 		+86-21-33585366 - 03@ sales03@shyrchem.com CHINA 738 60
Supplier Advantage
Nanjing Sinoda Biological Technology Co., Ltd
58
Hebei Yanxi Chemical Co., Ltd. 		58
Henan Fengda Chemical Co., Ltd 		58
airuikechemical co., ltd. 		58
Capot Chemical Co.,Ltd. 		60
Shanghai Daken Advanced Materials Co.,Ltd 		58
Henan Tianfu Chemical Co.,Ltd. 		55
Hangzhou FandaChem Co.,Ltd. 		55
Nanjing ChemLin Chemical Industry Co., Ltd. 		60
Shanghai Yingrui Biopharma Co., Ltd. 		60

Related articles

View Lastest Price from Sulbactam manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Sulbactam pictures 2024-03-29 Sulbactam
68373-14-8
 US $8.00-1.00 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
sulbactam pictures 2024-03-29 sulbactam
68373-14-8
 US $0.00-0.00 / Kg 1Kg 99.9% 200tons airuikechemical co., ltd.
Sulbactam pictures 2023-11-20 Sulbactam
68373-14-8
 US $0.00 / kg 1kg 0.99 20 tons Hebei Yanxi Chemical Co., Ltd.
  • Sulbactam pictures
  • Sulbactam
    68373-14-8
  • US $8.00-1.00 / kg
  • 99%
  • Henan Fengda Chemical Co., Ltd
  • sulbactam pictures
  • sulbactam
    68373-14-8
  • US $0.00-0.00 / Kg
  • 99.9%
  • airuikechemical co., ltd.
  • Sulbactam pictures
  • Sulbactam
    68373-14-8
  • US $0.00 / kg
  • 0.99
  • Hebei Yanxi Chemical Co., Ltd.

Sulbactam Spectrum

Sulbactam(68373-14-8)1HNMR

68373-14-8(Sulbactam)Related 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

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(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 (base) PENICILLANIC ACID SULFONE (2S-cis)-3,3-dimethyl-7-oxy-4-sulph-1-aza dicyclo[3,2,0]heptane-2-carboxylic acid 4,4-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 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 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 (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） Sulbactam/Sulbactam Acid Sulbactam, 98%, an irreversible β-lactamase inhibitor SULBACTAM(BETAMAZE) Sultamicillin EP Impurity A Sulbactam for peak identification CRS Sulbactam CRS Sulbactam > 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) SULBACTAM ACID penicillanic acid 1,1-dioxide CP-45899 sulbactum Shu ba acid (2S,5R)-3,3-Dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide 2H5]-Sulbactam 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 EP Impurity A Sultamicillin Tosilate Dihydrate Impurity A Rimsulfuron Impurity 4(Sulfosulfuron) 68373-14-8 6837-14-8 73-14-8 68373-14-6