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Also known as: 68373-14-8, Sulbactam acid, Betamaze, Penicillanic acid sulfone, (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide, Sulbactamum
Molecular Formula
C8H11NO5S
Molecular Weight
233.24  g/mol
InChI Key
FKENQMMABCRJMK-RITPCOANSA-N
FDA UNII
S4TF6I2330

Sulbactam
A beta-lactamase inhibitor with very weak antibacterial action. The compound prevents antibiotic destruction of beta-lactam antibiotics by inhibiting beta-lactamases, thus extending their spectrum activity. Combinations of sulbactam with beta-lactam antibiotics have been used successfully for the therapy of infections caused by organisms resistant to the antibiotic alone.
Sulbactam is a beta Lactamase Inhibitor. The mechanism of action of sulbactam is as a beta Lactamase Inhibitor.
1 2D Structure

Sulbactam

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,5R)-3,3-dimethyl-4,4,7-trioxo-46-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
2.1.2 InChI
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
2.1.3 InChI Key
FKENQMMABCRJMK-RITPCOANSA-N
2.1.4 Canonical SMILES
CC1(C(N2C(S1(=O)=O)CC2=O)C(=O)O)C
2.1.5 Isomeric SMILES
CC1([C@@H](N2[C@H](S1(=O)=O)CC2=O)C(=O)O)C
2.2 Other Identifiers
2.2.1 UNII
S4TF6I2330
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Btamaze

2. Combactam

3. Cp 45899

4. Cp-45899

5. Cp45899

6. Penicillanic Acid Sulfone

7. Sodium, Sulbactam

8. Sulbactam Sodium

9. Sulfone, Penicillanic Acid

2.3.2 Depositor-Supplied Synonyms

1. 68373-14-8

2. Sulbactam Acid

3. Betamaze

4. Penicillanic Acid Sulfone

5. (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid 4,4-dioxide

6. Sulbactamum

7. Penicillanic Acid 1,1-dioxide

8. (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid 4,4-dioxide

9. Chembl403

10. Cp-45899

11. (2s,5r)-3,3-dimethyl-4,4,7-trioxo-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

12. Cp-45,899

13. Chebi:9321

14. S4tf6i2330

15. Sulbactam (inn)

16. 68373-14-8 (free Acid)

17. Nsc-759886

18. Sulbactam 100 Microg/ml In Acetonitrile

19. Sulbactam [inn]

20. Dsstox_cid_3605

21. (2s,5r)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

22. Dsstox_rid_77104

23. Dsstox_gsid_23605

24. 2,2-dimethyl-1,1-dioxidopenam-3alpha-carboxylic Acid

25. Cp-458992

26. Smr000387064

27. Cas-68373-14-8

28. Cp 45899

29. Sulbactam [inn:ban]

30. Sr-01000760610

31. Sulbactamum [inn-latin]

32. Mfcd00867005

33. Unii-s4tf6i2330

34. Sulbactam,(s)

35. (2s,5r)-3,3-dimethyl-4,4,7-trioxo-4?^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

36. 0rn

37. Einecs 269-878-2

38. Sulbactam [mi]

39. Sulbactam [vandf]

40. Ncgc00159487-06

41. Sulbactam; Sulbactam Acid

42. Sulbactam [mart.]

43. Sulbactam [usp-rs]

44. Sulbactam [who-dd]

45. Schembl47781

46. Mls001048859

47. Mls001304017

48. Sodium 1,1-dioxypenicillanate

49. Dtxsid1023605

50. Gtpl10769

51. Hms2090e07

52. Hms2269a12

53. Hms3651c06

54. Hms3715b09

55. Zinc897244

56. Bcp13271

57. Ex-a2000

58. Hy-b0334

59. Tox21_113642

60. Bbl033518

61. Bdbm50021954

62. S1958

63. Stk801889

64. Akos004119988

65. Tox21_113642_1

66. Ccg-221124

67. Db09324

68. Ks-5198

69. Nsc 759886

70. (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptan-2-carbonsaeure 4,4-dioxid

71. Sulbactam, Analytical Reference Material

72. Ncgc00159336-02

73. Ncgc00159336-03

74. Ncgc00159336-05

75. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-, 4,4-dioxide, (2s-cis)-

76. Ac-18973

77. Bs167314

78. S0868

79. Sultamicillin Impurity A [ep Impurity]

80. C07770

81. D08533

82. Ab00698109-06

83. Ab00698109-08

84. Ab00698109_09

85. 373s148

86. A836122

87. Q423393

88. Sr-01000760610-2

89. Sr-01000760610-3

90. Brd-k44133266-001-10-0

91. Z1563146038

92. Sulbactam, European Pharmacopoeia (ep) Reference Standard

93. Sulbactam, United States Pharmacopeia (usp) Reference Standard

94. (2s,5r)-2-carboxylato-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane4,4-dioxide

95. (2s,5r)-3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

96. (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid4,4-dioxide

97. 3,3-dimethyl-4,4,7-trioxo-4lambda*6*-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic Acid

98. Sulbactam For Peak Identification, European Pharmacopoeia (ep) Reference Standard

99. (2s,5r)-3,3-dimethyl-4,4,7-trioxo-4lambda*6*-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic Acid

100. (2s,5r)-3,3-dimethyl-4,4,7-tris(oxidanylidene)-4$l^{6}-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

101. (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo-[3.2.0]heptane-2-carboxylic Acid 4,4-dioxide

102. (2s,5r)?-?3,3-?dimethyl-?7-?oxo-?4-?thia-?1-?azabicyclo[3.2.0]?heptane-?2-?carboxylic Acid 4,4-dioxide

103. (s)-3,3-dimethyl-7-(r)-oxo-4,4-dioxo-4lambda*6*-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic Acid

104. 3,3-dimethyl-4,4,7-trioxo-4lambda*6*-thia-1-aza-bicyclo[3.2.0]heptane-2-carboxylic Acid (sulbactam)

105. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-,4,4-dioxide, (2s, Cis)

106. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid,3,3-dimethyl-7-oxo-, 4,4-dioxide, (2s,5r)-

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 233.24 g/mol
Molecular Formula C8H11NO5S
XLogP3-1
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count5
Rotatable Bond Count1
Exact Mass233.03579362 g/mol
Monoisotopic Mass233.03579362 g/mol
Topological Polar Surface Area100 Ų
Heavy Atom Count15
Formal Charge0
Complexity446
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

Sulbactam is currently available in combination products with ampicillin. Within this formulation it is indicated for the treatment of infections due to susceptible strains of the designated microorganisms in the conditions listed below. Skin and Skin Structure Infections caused by beta-lactamase producing strains of Staphylococcus aureus, Escherichia coli, Klebsiella spp. (including K. pneumoniae), Proteus mirabilis, Bacteroides fragilis, Enterobacter spp., and Acinetobacter calcoaceticus. Intra-Abdominal Infections caused by beta-lactamase producing strains of Escherichia coli, Klebsiella spp. (including K. pneumoniae), Bacteroides spp. (including B. fragilis), and Enterobacter spp. Gynecological Infections caused by beta-lactamase producing strains of Escherichia coli, and Bacteroides spp. (including B. fragilis).


FDA Label


5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)


beta-Lactamase Inhibitors

Endogenous substances and drugs that inhibit or block the activity of BETA-LACTAMASES. (See all compounds classified as beta-Lactamase Inhibitors.)


5.2 FDA Pharmacological Classification
5.2.1 Active Moiety
SULBACTAM
5.2.2 FDA UNII
S4TF6I2330
5.2.3 Pharmacological Classes
Mechanisms of Action [MoA] - beta Lactamase Inhibitors
5.3 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01C - Beta-lactam antibacterials, penicillins

J01CG - Beta-lactamase inhibitors

J01CG01 - Sulbactam


5.4 Absorption, Distribution and Excretion

Absorption

Peak serum concentrations are reached almost immediately following a 15-minute intravenous infusion of sulbactam + ampicillin. Mean peak serum levels for sulbactam range from 48 to 88 mcg/mL following intravenous administration of 2000 mg of ampicillin plus 1000 mg sulbactam. After an intramuscular injection of 1000 mg ampicillin plus 500 mg sulbactam, peak sulbactam serum levels ranging from 6 to 24 mcg/mL are attained.


Route of Elimination

Approximately 75 to 85% of both ampicillin and sulbactam are excreted unchanged in the urine during the first 8 hours after administration.


Volume of Distribution

Penetration of both ampicillin and sulbactam into cerebrospinal fluid in the presence of inflamed meninges has been demonstrated after IV administration.


5.5 Biological Half-Life

~1 hr


5.6 Mechanism of Action

Sulbactam is an irreversible inhibitor of -lactamase; by binding and inhibiting -lactamase produced by bacterial cells, sulbactam is thereby able to prevent it from reducing antibiotic activity. Although sulbactam alone possesses little useful antibacterial activity, except against the Neisseriaceae, whole organism studies have shown that sulbactam restores ampicillin activity against beta-lactamase producing strains. In particular, sulbactam has good inhibitory activity against the clinically important plasmid mediated beta-lactamases most frequently responsible for transferred drug resistance. The presence of sulbactam in formulations with ampicillin effectively extends the antibacterial spectrum of ampicillin to include many bacteria normally resistant to it and to other beta-lactam antibacterials. Thus, products with ampicillin + sulbactam possess the properties of a broad-spectrum antibacterial and a beta-lactamase inhibitor.


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27-May-2025
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ABOUT THIS PAGE

Looking for 68373-14-8 / Sulbactam API manufacturers, exporters & distributors?

Sulbactam manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Sulbactam API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Sulbactam manufacturer or Sulbactam supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Sulbactam manufacturer or Sulbactam supplier.

PharmaCompass also assists you with knowing the Sulbactam API Price utilized in the formulation of products. Sulbactam API Price is not always fixed or binding as the Sulbactam Price is obtained through a variety of data sources. The Sulbactam Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Sulbactam

Synonyms

68373-14-8, Sulbactam acid, Betamaze, Penicillanic acid sulfone, (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid 4,4-dioxide, Sulbactamum

Cas Number

68373-14-8

Unique Ingredient Identifier (UNII)

S4TF6I2330

About Sulbactam

A beta-lactamase inhibitor with very weak antibacterial action. The compound prevents antibiotic destruction of beta-lactam antibiotics by inhibiting beta-lactamases, thus extending their spectrum activity. Combinations of sulbactam with beta-lactam antibiotics have been used successfully for the therapy of infections caused by organisms resistant to the antibiotic alone.

Sulbactam Manufacturers

A Sulbactam manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Sulbactam, including repackagers and relabelers. The FDA regulates Sulbactam manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Sulbactam API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Sulbactam manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Sulbactam Suppliers

A Sulbactam supplier is an individual or a company that provides Sulbactam active pharmaceutical ingredient (API) or Sulbactam finished formulations upon request. The Sulbactam suppliers may include Sulbactam API manufacturers, exporters, distributors and traders.

click here to find a list of Sulbactam suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Sulbactam USDMF

A Sulbactam DMF (Drug Master File) is a document detailing the whole manufacturing process of Sulbactam active pharmaceutical ingredient (API) in detail. Different forms of Sulbactam DMFs exist exist since differing nations have different regulations, such as Sulbactam USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Sulbactam DMF submitted to regulatory agencies in the US is known as a USDMF. Sulbactam USDMF includes data on Sulbactam's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Sulbactam USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Sulbactam suppliers with USDMF on PharmaCompass.

Sulbactam JDMF

The Pharmaceuticals and Medical Devices Agency (PMDA) established the Japan Drug Master File (JDMF), also known as the Master File (MF), to permit Japanese and foreign manufacturers of drug substances, intermediates, excipients, raw materials, and packaging materials (‘Products’) to voluntarily register confidential information about the production and management of their products in Japan.

The Sulbactam Drug Master File in Japan (Sulbactam JDMF) empowers Sulbactam API manufacturers to present comprehensive information (e.g., production methods, data, etc.) to the review authority, i.e., PMDA (Pharmaceuticals & Medical Devices Agency).

PMDA reviews the Sulbactam JDMF during the approval evaluation for pharmaceutical products. At the time of Sulbactam JDMF registration, PMDA checks if the format is accurate, if the necessary items have been included (application), and if data has been attached.

click here to find a list of Sulbactam suppliers with JDMF on PharmaCompass.

Sulbactam KDMF

In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

Pharmaceutical companies submit a Sulbactam Drug Master File in Korea (Sulbactam KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Sulbactam. The MFDS reviews the Sulbactam KDMF as part of the drug registration process and uses the information provided in the Sulbactam KDMF to evaluate the safety and efficacy of the drug.

After submitting a Sulbactam KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Sulbactam API can apply through the Korea Drug Master File (KDMF).

click here to find a list of Sulbactam suppliers with KDMF on PharmaCompass.

Sulbactam WC

A Sulbactam written confirmation (Sulbactam WC) is an official document issued by a regulatory agency to a Sulbactam manufacturer, verifying that the manufacturing facility of a Sulbactam active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Sulbactam APIs or Sulbactam finished pharmaceutical products to another nation, regulatory agencies frequently require a Sulbactam WC (written confirmation) as part of the regulatory process.

click here to find a list of Sulbactam suppliers with Written Confirmation (WC) on PharmaCompass.

Sulbactam NDC

National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Sulbactam as an active pharmaceutical ingredient (API).

Finished drug products

The FDA updates the NDC directory daily. The NDC numbers for Sulbactam API and other APIs are published in this directory by the FDA.

Unfinished drugs

The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

Pharmaceutical companies that manufacture Sulbactam as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

Compounded drug products

The NDC directory also contains data on finished compounded human drug products that contain Sulbactam and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Sulbactam NDC to their finished compounded human drug products, they may choose to do so.

click here to find a list of Sulbactam suppliers with NDC on PharmaCompass.

Sulbactam GMP

Sulbactam Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Sulbactam GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Sulbactam GMP manufacturer or Sulbactam GMP API supplier for your needs.

Sulbactam CoA

A Sulbactam CoA (Certificate of Analysis) is a formal document that attests to Sulbactam's compliance with Sulbactam specifications and serves as a tool for batch-level quality control.

Sulbactam CoA mostly includes findings from lab analyses of a specific batch. For each Sulbactam CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Sulbactam may be tested according to a variety of international standards, such as European Pharmacopoeia (Sulbactam EP), Sulbactam JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Sulbactam USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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