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Chemistry

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Also known as: 252188-71-9, Unii-n99027v28j, Ceftobiprole medocaril (sodium), Bal5788, Ceftobiprole medocaril sodium, N99027v28j
Molecular Formula
C26H25N8NaO11S2
Molecular Weight
712.6  g/mol
InChI Key
MFAWUGGPPMTWPU-LCJFHXTKSA-M
FDA UNII
N99027V28J

N99027V28J
Ceftobiprole Medocaril is a water-soluble prodrug of ceftobiprole, a pyrrolidinone cephalosporin antibiotic, with bactericidal activity. Ceftobiprole binds to and inactivates penicillin-binding proteins (PBPs), enzymes involved in the terminal stages of bacterial cell wall assembly and cell wall reshaping during bacterial growth and division. This agent exhibits a broad spectrum of activity against gram-negative and gram-positive pathogens including methicillin-resistant S. aureus (MRSA), vancomycin-intermediate S. aureus (VISA) and vancomycin-resistant S. aureus (VRSA). Ceftobiprole is refractory to hydrolysis by class A and class C lactamases.
1 2D Structure

N99027V28J

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;(6R,7R)-7-[[(2Z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-hydroxyiminoacetyl]amino]-3-[(E)-[1-[(3R)-1-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methoxycarbonyl]pyrrolidin-3-yl]-2-oxopyrrolidin-3-ylidene]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
2.1.2 InChI
InChI=1S/C26H26N8O11S2.Na/c1-10-14(45-26(41)44-10)8-43-25(40)32-4-3-13(7-32)33-5-2-11(20(33)36)6-12-9-46-22-16(21(37)34(22)17(12)23(38)39)28-19(35)15(30-42)18-29-24(27)47-31-18;/h6,13,16,22,42H,2-5,7-9H2,1H3,(H,28,35)(H,38,39)(H2,27,29,31);/q;+1/p-1/b11-6+,30-15-;/t13-,16-,22-;/m1./s1
2.1.3 InChI Key
MFAWUGGPPMTWPU-LCJFHXTKSA-M
2.1.4 Canonical SMILES
CC1=C(OC(=O)O1)COC(=O)N2CCC(C2)N3CCC(=CC4=C(N5C(C(C5=O)NC(=O)C(=NO)C6=NSC(=N6)N)SC4)C(=O)[O-])C3=O.[Na+]
2.1.5 Isomeric SMILES
CC1=C(OC(=O)O1)COC(=O)N2CC[C@H](C2)N3CC/C(=C\C4=C(N5[C@@H]([C@@H](C5=O)NC(=O)/C(=N\O)/C6=NSC(=N6)N)SC4)C(=O)[O-])/C3=O.[Na+]
2.2 Other Identifiers
2.2.1 UNII
N99027V28J
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Bal 5788

2. Bal-5788

3. Bal5788

4. Ceftobiprole Medocaril (inn)

5. Ceftobiprole Medocaril Free Acid

6. Ceftobiprole Medocaril Sodium

2.3.2 Depositor-Supplied Synonyms

1. 252188-71-9

2. Unii-n99027v28j

3. Ceftobiprole Medocaril (sodium)

4. Bal5788

5. Ceftobiprole Medocaril Sodium

6. N99027v28j

7. Bal5788-001

8. Ro 65-5788

9. Ro-65-5788

10. Bal-5788

11. Sodium;(6r,7r)-7-[[(2z)-2-(5-amino-1,2,4-thiadiazol-3-yl)-2-hydroxyiminoacetyl]amino]-3-[(e)-[1-[(3r)-1-[(5-methyl-2-oxo-1,3-dioxol-4-yl)methoxycarbonyl]pyrrolidin-3-yl]-2-oxopyrrolidin-3-ylidene]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

12. Ceftobiprole Medocaril (usan)

13. Ceftobiprole Medocaril [usan]

14. Ceftobiprole Medocaril Sodium Salt

15. Ro-655788

16. Bal-5788-001

17. Schembl4401305

18. Dtxsid601021562

19. Ceftobiprole Medocaril [usan:inn]

20. Ceftobiprole Medocaril [mart.]

21. Hy-106574a

22. Ceftobiprole Medocaril [ema Epar]

23. Cs-0103172

24. Ceftobiprole Medocaril Sodium [who-dd]

25. Ro-65-5788/001

26. Ceftobiprole Medocaril Sodium Salt [mi]

27. D08886

28. (6r,7r)-7-(((2z)-(5-amino-1,2,4-thiadiazol-3-yl)(hydroxyimino)-acetyl)amino)-3-((e)-((3'r)-1'-(((5-methyl-2-oxo-1,3-dioxol-4-yl)methoxy)carbonyl)-2-oxo(1,3'-bipyrrolidin)-3-ylidene)methyl)-8-oxo-5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid Monosodium Salt

29. 5-thia-1-azabicyclo(4.2.0)oct-2-ene-2-carboxylic Acid, 7-(((2z)-(5-amino-1,2,4-thiadiazol-3-yl) (hydroxyimino)acetyl)amino)-3-((e)-((3'r)-1'-(((5-methyl-2-oxo-1,3-dioxol-4-yl)methoxy)carbonyl)-2-oxo(1,3'-bipyrrolidin)-3-ylidene)methyl)-8-oxo-, Monosodium Salt, (6r,7r)-

2.4 Create Date
2019-01-15
3 Chemical and Physical Properties
Molecular Weight 712.6 g/mol
Molecular Formula C26H25N8NaO11S2
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count17
Rotatable Bond Count9
Exact Mass712.09819027 g/mol
Monoisotopic Mass712.09819027 g/mol
Topological Polar Surface Area313 Ų
Heavy Atom Count48
Formal Charge0
Complexity1570
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count2
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Indication

Treatment of pneumonia


Treatment of complicated skin and soft-tissue infections


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.)


ABOUT THIS PAGE

N99027V28J Manufacturers

A N99027V28J manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of N99027V28J, including repackagers and relabelers. The FDA regulates N99027V28J manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. N99027V28J API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

N99027V28J Suppliers

A N99027V28J supplier is an individual or a company that provides N99027V28J active pharmaceutical ingredient (API) or N99027V28J finished formulations upon request. The N99027V28J suppliers may include N99027V28J API manufacturers, exporters, distributors and traders.

N99027V28J GMP

N99027V28J 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 N99027V28J 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 N99027V28J GMP manufacturer or N99027V28J GMP API supplier for your needs.

N99027V28J CoA

A N99027V28J CoA (Certificate of Analysis) is a formal document that attests to N99027V28J's compliance with N99027V28J specifications and serves as a tool for batch-level quality control.

N99027V28J CoA mostly includes findings from lab analyses of a specific batch. For each N99027V28J 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.

N99027V28J may be tested according to a variety of international standards, such as European Pharmacopoeia (N99027V28J EP), N99027V28J JP (Japanese Pharmacopeia) and the US Pharmacopoeia (N99027V28J 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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