ChemicalBook >> CAS DataBase List >>Sulbactam

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 RS;Sulbactam CRS
CBNumber:
CB1419201
Molecular Formula:
C8H11NO5S
Molecular Weight:
233.24
MDL Number:
MFCD00867005
MOL File:
68373-14-8.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-04-22 18:57:36
Product description Number Pack Size Price
Sulbactam for peak identification European Pharmacopoeia (EP) Reference Standard Y0000550 20 mg $181
Sulbactam European Pharmacopoeia (EP) Reference Standard Y0000528 150 mg $170
Sulbactam Pharmaceutical Secondary Standard; Certified Reference Material PHR2576 500MG $184
Sulbactam United States Pharmacopeia (USP) Reference Standard 1623670 250mg $455
Sulbactam analytical standard 94876 10mg $144
More product size

Sulbactam Properties

Melting point 154-157℃
Boiling point 567.7±50.0 °C(Predicted)
alpha D20 +251° (c = 0.01 in pH 5.0 buffer)
Density 1.62±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility H2O: ≥18mg/mL
pka 2.62±0.40(Predicted)
form lyophilized powder
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
InChI 1S/C8H11NO5S/c1-8(2)6(7(11)12)9-4(10)3-5(9)15(8,13)14/h5-6H,3H2,1-2H3,(H,11,12)/t5-,6+/m1/s1
InChIKey FKENQMMABCRJMK-RITPCOANSA-N
SMILES CC1(C)[C@@H](N2[C@@H](CC2=O)S1(=O)=O)C(O)=O
CAS DataBase Reference 68373-14-8
FDA UNII S4TF6I2330
ATC code J01CG01
UNSPSC Code 12352200
NACRES NA.77

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
Storage Class 11 - Combustible Solids
Hazard Classifications Resp. Sens. 1
Skin Sens. 1
NFPA 704
0
2 0

Sulbactam price More Price(58)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich Y0000550 Sulbactam for peak identification European Pharmacopoeia (EP) Reference Standard 68373-14-8 20 mg $181 2026-04-30 Buy
Sigma-Aldrich Y0000528 Sulbactam European Pharmacopoeia (EP) Reference Standard 68373-14-8 150 mg $170 2026-04-30 Buy
Sigma-Aldrich PHR2576 Sulbactam Pharmaceutical Secondary Standard; Certified Reference Material 68373-14-8 500MG $184 2026-04-30 Buy
Sigma-Aldrich 1623670 Sulbactam United States Pharmacopeia (USP) Reference Standard 68373-14-8 250mg $455 2026-04-30 Buy
Sigma-Aldrich 94876 Sulbactam analytical standard 68373-14-8 10mg $144 2022-05-15 Buy
Product number Packaging Price Buy
Y0000550 20 mg $181 Buy
Y0000528 150 mg $170 Buy
PHR2576 500MG $184 Buy
1623670 250mg $455 Buy
94876 10mg $144 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.

Chemical Properties

White crystalline solid, melting point 148-151°C; melting point 154-155°C (decomposition) also reported. [α]D20+251° (C=0.01, Ph=5 buffer solution). Soluble in water. Sulbactam Sodium (Sulbactam Sodium): C8H10NNaO5S.[69388-84-7]. White or off-white crystalline powder, soluble in water.

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.

Global( 416)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.
+8618531123677 faithe@yan-xi.com China 5853 58
Wuhan Fortuna Chemical Co., Ltd
+86-27-59207850 info@fortunachem.com China 5974 58
Hebei Chuanghai Biotechnology Co., Ltd
+8615531151365 mina@chuanghaibio.com China 18126 58
Henan Fengda Chemical Co., Ltd
+86-371-86557731 +86-13613820652 info@fdachem.com China 20124 58
airuikechemical co., ltd.
+86-18353166132 sales02@airuikechemical.com China 983 58
Hefei Lbao Physical & Chemical Science Co.,Ltd
+15184799099 lbaochemicals@gmail.com China 671 58
Capot Chemical Co.,Ltd.
+86-(0)57185586718; +8613336195806 sales@capot.com China 29640 60
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21590 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3009 60

Related articles

View Lastest Price from Sulbactam manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Sulbactam pictures 2026-05-01 Sulbactam
68373-14-8
US $0.00 / kg 1kg 98% Customise Hefei Lbao Physical & Chemical Science Co.,Ltd
Sulbactam pictures 2026-04-30 Sulbactam
68373-14-8
US $0.00-0.00 / Kg/Drum 1KG 98%min 1000kg WUHAN FORTUNA CHEMICAL CO., LTD
Sulbactam pictures 2026-04-22 Sulbactam
68373-14-8
US $38.00-58.00 / mg 99.82% 10g TargetMol Chemicals Inc.
  • Sulbactam pictures
  • Sulbactam
    68373-14-8
  • US $0.00 / kg
  • 98%
  • Hefei Lbao Physical & Chemical Science Co.,Ltd
  • Sulbactam pictures
  • Sulbactam
    68373-14-8
  • US $0.00-0.00 / Kg/Drum
  • 98%min
  • WUHAN FORTUNA CHEMICAL CO., LTD
  • Sulbactam pictures
  • Sulbactam
    68373-14-8
  • US $38.00-58.00 / mg
  • 99.82%
  • TargetMol Chemicals Inc.

Sulbactam Spectrum

(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) penicillanic acid 1,1-dioxide CP-45899 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 C16986600 Sulbactam Rimsulfuron Impurity 4(Sulfosulfuron) 3,3′-(Disulfanediyl)bis[(2S)-2-amino-3-methylbutanoic] Acid (Penicillamine Disulfide) Sulbactam, 10 mM in DMSO Sulbactam - Bio-X ? Sulbactam RS Sulbactam 100 μg/mL in Acetonitrile