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Chemistry

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Also known as: 76497-13-7, Sultamicilina, Sultamicillinum, Sultamicillin tosylate, Vd 1827, Cp-49,952
Molecular Formula
C25H30N4O9S2
Molecular Weight
594.7  g/mol
InChI Key
OPYGFNJSCUDTBT-PMLPCWDUSA-N
FDA UNII
65DT0ML581

Sultamicillin
Sultamicillin is a combination formulation of the sodium salts of the antibiotic ampicillin and the beta-lactamase inhibitor sulbactam with antibacterial activity. Ampicillin, a broad-spectrum, semisynthetic penicillin, binds to and inactivates penicillin-binding proteins (PBP) located on the inner membrane of the bacterial cell wall, thereby interfering with the cross-linking of peptidoglycan chains necessary for bacterial cell wall strength and rigidity. As a result, the cell wall is weakened and the cell lyses. The sulbactam component irreversibly binds to bacterial beta-lactamase at or near its active site, thereby interfering with substrate binding and inhibiting bacterial metabolism of penicillin and cephalosporin beta-lactam antibiotics, effectively extending their antibiotic spectrum to include many beta-lactam-resistant bacteria.
1 2D Structure

Sultamicillin

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-carbonyl]oxymethyl (2S,5R,6R)-6-[[(2R)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate
2.1.2 InChI
InChI=1S/C25H30N4O9S2/c1-24(2)17(29-20(32)16(21(29)39-24)27-19(31)15(26)12-8-6-5-7-9-12)22(33)37-11-38-23(34)18-25(3,4)40(35,36)14-10-13(30)28(14)18/h5-9,14-18,21H,10-11,26H2,1-4H3,(H,27,31)/t14-,15-,16-,17+,18+,21-/m1/s1
2.1.3 InChI Key
OPYGFNJSCUDTBT-PMLPCWDUSA-N
2.1.4 Canonical SMILES
CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=CC=C3)N)C(=O)OCOC(=O)C4C(S(=O)(=O)C5N4C(=O)C5)(C)C)C
2.1.5 Isomeric SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=CC=C3)N)C(=O)OCOC(=O)[C@H]4C(S(=O)(=O)[C@H]5N4C(=O)C5)(C)C)C
2.2 Other Identifiers
2.2.1 UNII
65DT0ML581
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Ampicillin-sulbactam

2. Combisid

3. Cp 49,952

4. Cp 49952

5. Unasyn

2.3.2 Depositor-Supplied Synonyms

1. 76497-13-7

2. Sultamicilina

3. Sultamicillinum

4. Sultamicillin Tosylate

5. Vd 1827

6. Cp-49,952

7. Chebi:51770

8. 65dt0ml581

9. 76497-13-7 (free)

10. Unacid

11. Vd-1827

12. Cp-49952

13. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[[(2r)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-,[[[(2s,5r)-3,3-dimethyl-4,4-dioxido-7-oxo-4-thia-1-azabicyclo[3.2.0]hept-2-yl]carbonyl]oxy]methylester, (2s,5r,6r)-

14. Hydroxymethyl (2s,5r,6r)-6-((r)-(2-amino-2-phenylacetamido))-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate, (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate (ester) S,s-dioxide

15. (((2s,5r,6r)-6-((r)-2-amino-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl)oxy)methyl (2s,5r)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate 4,4-dioxide

16. ({6beta-[(2r)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carbonyl}oxy)methyl 2,2-dimethylpenam-3alpha-carboxylate 1,1-dioxide

17. [(2,2-dimethyl-1,1-dioxidopenam-3alpha-carbonyl)oxy]methyl 6beta-[(2r)-2-amino-2-phenylacetamido]-2,2-dimethylpenam-3alpha-carboxylate

18. Sultamicilina [spanish]

19. Sultamicillinum [latin]

20. Cp 49952

21. Unii-65dt0ml581

22. Sultamicillin [usan:inn:ban]

23. Sultamicillin [mi]

24. Sultamicillin [inn]

25. Sultamicillin (usan/inn)

26. Sultamicillin [usan]

27. Schembl34392

28. Sultamicillin [mart.]

29. Sultamicillin [who-dd]

30. Chembl506110

31. Dtxsid501010077

32. Hy-n7115

33. Sultamicillin [ep Monograph]

34. Sultamicillin For Peak Identification

35. S5411

36. Zinc42834847

37. Akos015963376

38. Ccg-270182

39. Db12127

40. (2s,5r)-3,3-dimethyl-4,4,7-trioxo-4-thia-1-azabicyclo(3.2.0)heptan-2-carbonyloxymethyl (2s,5r,6r)-6-((r)-2-phenylacetamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptan-2-carboxylat

41. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-((aminophenylacetyl)amino)-3,3-dimethyl-7-oxo-, (((3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)hept-2-yl)carbonyl)oxy)methyl Ester, S,s-dioxide, (2s-(2alpha(2r*,5s*),5alpha,6beta(s*)))-

42. As-14087

43. Cs-0082687

44. D05972

45. 497s137

46. 6'-(2-amino-2-phenylacetamido)penicillanoyloxymethyl Penicillanate 1,1-dioxide

47. [(2s,5r)-3,3-dimethyl-4,4,7-trioxo-4lambda6-thia-1-azabicyclo[3.2.0]heptane-2-carbonyl]oxymethyl (2s,5r,6r)-6-[[(2r)-2-amino-2-phenylacetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

48. 1,1-dioxopenicillanoyloxymethyl 6-(d-.alpha.-amino-.alpha.-phenylacetamido)penicillanate

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 594.7 g/mol
Molecular Formula C25H30N4O9S2
XLogP30.7
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count11
Rotatable Bond Count9
Exact Mass594.14542089 g/mol
Monoisotopic Mass594.14542089 g/mol
Topological Polar Surface Area216 Ų
Heavy Atom Count40
Formal Charge0
Complexity1240
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Pharmacology and Biochemistry
4.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

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


4.2 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01C - Beta-lactam antibacterials, penicillins

J01CR - Combinations of penicillins, incl. beta-lactamase inhibitors

J01CR04 - Sultamicillin


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ABOUT THIS PAGE

Sultamicillin Manufacturers

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

Sultamicillin Suppliers

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

Sultamicillin GMP

Sultamicillin 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 Sultamicillin 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 Sultamicillin GMP manufacturer or Sultamicillin GMP API supplier for your needs.

Sultamicillin CoA

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

Sultamicillin CoA mostly includes findings from lab analyses of a specific batch. For each Sultamicillin 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.

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