ChemicalBook > CAS DataBase List > Sulbactam

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
More
Less

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
More
Less

Safety

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

Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

More
Less

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
More
Less

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

Preparation Products

More
Less

Sulbactam Suppliers

Changzhou Red Sun Pharmaceutical Co., Ltd.
Tel
0519-85223897 13766960291
Fax
0519-85223902
Email
zjc@czredsunpharm.com
Country
China
ProdList
47
Advantage
58
Shanghai Norky Pharmaceutical Co., Ltd.
Tel
021-021-61075308 15216782696
Fax
021-61075308
Email
sales@norkysh.com
Country
China
ProdList
65
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Meryer (Shanghai) Chemical Technology Co., Ltd.
Tel
4006608290; 18621169109
Fax
86-21-61259102
Email
market03@meryer.com
Country
China
ProdList
40241
Advantage
62
TAIYUAN RHF CO.,LTD.
Tel
+86 351 7031519
Fax
+86 351 7031519
Email
sales@RHFChem.com
Country
China
ProdList
2341
Advantage
56
TCI (Shanghai) Development Co., Ltd.
Tel
021-67121386
Fax
021-67121385
Email
Sales-CN@TCIchemicals.com
Country
China
ProdList
24539
Advantage
81
Energy Chemical
Tel
021-021-58432009 400-005-6266
Fax
021-58436166
Email
sales8178@energy-chemical.com
Country
China
ProdList
44751
Advantage
61
Wuhan Chemwish Technology Co., Ltd
Tel
86-027-67849912
Fax
86-027-87531808
Email
sales@chemwish.com
Country
China
ProdList
35906
Advantage
56
Adamas Reagent, Ltd.
Tel
400-6009262 16621234537
Fax
021-64823266
Email
zhangsn@titansci.com
Country
China
ProdList
14113
Advantage
59
LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
2127
Advantage
70
More
Less

View Lastest Price from Sulbactam manufacturers

airuikechemical co., ltd.
Product
sulbactam 68373-14-8
Price
US $0.00-0.00/Kg
Min. Order
1Kg
Purity
99.9%
Supply Ability
200tons
Release date
2024-03-29
Henan Fengda Chemical Co., Ltd
Product
Sulbactam 68373-14-8
Price
US $8.00-1.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
g-kg-tons, free sample is available
Release date
2024-03-28
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

68373-14-8, SulbactamRelated Search:


  • (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
  • Rimsulfuron Impurity 4(Sulfosulfuron)
  • 68373-14-8
  • 6837-14-8
  • 73-14-8
  • 68373-14-6
  • C8H11NO5S