DSSTox_CID_28906

Synopsis, Chemistry

APIs // Active Pharmaceutical Ingredients

21 API Suppliers, 14 USDMF, 2 CEP/COS, 1 EU WC, 7 NDC API, 7 Listed Suppliers

PRICE INFORMATION

API Reference Price, API Exports, API Imports, FDF Exports

DOSSIERs // Finished Dosage Formulations

74 Dossiers, 70 FDA Orange Book, 4 Listed Dossiers

RELATED EXCIPIENT COMPANIES

Suppliers, 4 Roquette, 3 Actylis

EXCIPIENTS BY APPLICATIONS

3 Parenteral, 2 Controlled & Modified Release, 2 Fillers, Diluents & Binders

GLOBAL SALES INFORMATION

7 US Medicaid Prescriptions

7 US Medicaid Prescriptions

MARKET PLACE

1 DOSSIERS // FDF

1 DOSSIERS // FDF

ANALYTICAL SOLUTION(s)

3 EDQM Standards, 1 USP Standards, 1 Other Ref. Standards

DIGITAL CONTENT

3 News

3 News

Product Search

API SUPPLIERS

API Suppliers

US DMFs Filed

CEP/COS Certifications

JDMFs Filed

Other Certificates

Other Suppliers

API REF. PRICE (USD / KG)

API Market Place

INTERMEDIATES

DOSSIERS // FDF

USA (Orange Book)

Europe

Canada

Australia

South Africa

Uploaded Dossiers

GLOBAL SALES (USD Million)

U.S. Medicaid

15.00

Annual Reports

FDF Market Place

EXCIPIENTS

PATENTS & EXCLUSIVITIES

USFDA Orange Book Patents

USFDA Exclusivities

DIGITAL CONTENT

Blog #PharmaFlow

News

REF STANDARD

EDQM

USP

Other Listed Suppliers

SERVICES

Also known as: Oxacillin sodium salt, 1173-88-2, Oxabel, Prostaphlin, Bactocill, Sodium oxacillin

Molecular Formula

C₁₉H₁₈N₃NaO₅S

Molecular Weight

423.4 g/mol

InChI Key

VDUVBBMAXXHEQP-SLINCCQESA-M

FDA UNII

4TWD2995UP

An antibiotic similar to FLUCLOXACILLIN used in resistant staphylococci infections.

1 2D Structure

DSSTox_CID_28906

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

sodium;(2S,5R,6R)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

2.1.2 InChI

InChI=1S/C19H19N3O5S.Na/c1-9-11(12(21-27-9)10-7-5-4-6-8-10)15(23)20-13-16(24)22-14(18(25)26)19(2,3)28-17(13)22;/h4-8,13-14,17H,1-3H3,(H,20,23)(H,25,26);/q;+1/p-1/t13-,14+,17-;/m1./s1

2.1.3 InChI Key

VDUVBBMAXXHEQP-SLINCCQESA-M

2.1.4 Canonical SMILES

CC1=C(C(=NO1)C2=CC=CC=C2)C(=O)NC3C4N(C3=O)C(C(S4)(C)C)C(=O)[O-].[Na+]

2.1.5 Isomeric SMILES

CC1=C(C(=NO1)C2=CC=CC=C2)C(=O)N[C@H]3[C@@H]4N(C3=O)[C@H](C(S4)(C)C)C(=O)[O-].[Na+]

2.2 Other Identifiers

2.2.1 UNII

4TWD2995UP

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Methylphenylisoxazolyl Penicillin

2. Oxacillin

3. Oxacillin, Monosodium Salt, Anhydrous

4. Oxacillin, Monosodium Salt, Monohydrate

5. Oxacillin, Sodium

6. Oxazocilline

7. Penicillin, Methylphenylisoxazolyl

8. Prostaphlin

9. Sodium Oxacillin

10. Sodium, Oxacillin

2.3.2 Depositor-Supplied Synonyms

1. Oxacillin Sodium Salt

2. 1173-88-2

3. Oxabel

4. Prostaphlin

5. Bactocill

6. Sodium Oxacillin

7. Oxacillin Sodium Anhydrous

8. Bristopen

9. Micropenin

10. Resistopen

11. Staphcillin V

12. Oxacillin (sodium Salt)

13. Chebi:52134

14. 4twd2995up

15. Oxabel Sodium Salt

16. Monosodium Oxacillin

17. Sq-16423

18. Anhydrous Oxacillin Sodium

19. Sodium Methylphenylisoaxazolylpenicillin

20. Oxacillin Sodium (van)

21. Sodium (2s,5r,6r)-3,3-dimethyl-6-(5-methyl-3-phenylisoxazole-4-carboxamido)-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

22. 5-methyl-3-phenyl-4-isoxazolyl Penicillin, Sodium

23. Nsc-527712

24. Brl 1400

25. Oxacillin Sodium [usp]

26. 7240-38-2

27. Einecs 214-636-3

28. Nsc 527712

29. Unii-4twd2995up

30. Bactocill In Plastic Container

31. Ncgc00183361-01

32. Chembl693

33. Dsstox_cid_28906

34. Dsstox_rid_83174

35. Dsstox_gsid_48980

36. Schembl41165

37. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-6-(((5-methyl-3-phenyl-4-isoxazolyl)carbonyl)amino)-7-oxo-, Monosodium Salt, (2s-(2alpha,5alpha,6beta))-

38. Mls000069542

39. Dtxsid9048980

40. Oxacillin Sodium [who-dd]

41. Hms3714g11

42. Hy-b0925

43. Sodium;(2s,5r,6r)-3,3-dimethyl-6-[(5-methyl-3-phenyl-1,2-oxazole-4-carbonyl)amino]-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylate

44. Tox21_113439

45. Bdbm50248015

46. Akos015896457

47. Ccg-220675

48. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-6-(((5-methyl-3-phenyl-4-isoxazolyl)carbonyl)amino)-7-oxo-, Monosodium Salt, (2s,5r,6r)-

49. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-6-(5-methyl-3-phenyl-4-isoxazolecarboxamido)-7-oxo-, Monosodium Salt

50. As-82071

51. Smr000058841

52. Sodium (2s-(2alpha,5alpha,6beta))-3,3-dimethyl-6-(((5-methyl-3-phenylisoxazol-4-yl)carbonyl)amino)-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate

53. Anhydrous Oxacillin Sodium [mart.]

54. Cas-1173-88-2

55. O0353

56. D97506

57. W-108566

58. Q27123265

59. Oxacillin Sodium, Antibiotic For Culture Media Use Only

60. Sodium 6beta-(5-methyl-3-phenylisoxazol-4-yl)penicillanate

61. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-6-(((5-methyl-3-phenyl-4-isoxazolyl)carbonyl)amino)-7-oxo-, Sodium Salt (1:1), (2s,5r,6r)-

62. Sodium 2,2-dimethyl-6beta-(5-methyl-3-phenyl-1,2-oxazole-4-carboxamido)penam-3alpha-carboxylate

2.4 Create Date

2008-02-05

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₁₈N₃NaO₅S
Molecular Weight	423.4 g/mol
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	4
Exact Mass	423.08648614 g/mol
Monoisotopic Mass	423.08648614 g/mol
Topological Polar Surface Area	141 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	687
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Bactocill in plastic container
Drug Label	Oxacillin for Injection, USP is a semisynthetic penicillin antibiotic derived from the penicillin nucleus, 6-amino-penicillanic acid. It is resistant to inactivation by the enzyme penicillinase (beta-lactamase). It is the sodium salt in parenteral do...
Active Ingredient	Oxacillin sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 20mg base/ml; eq 40mg base/ml
Market Status	Prescription
Company	Baxter Hlthcare

2 of 4
Drug Name	Oxacillin sodium
Active Ingredient	Oxacillin sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 2gm base/vial; eq 10gm base/vial; eq 1gm base/vial
Market Status	Prescription
Company	Aurobindo Pharma; Sandoz; Sagent Pharms; Agila Speclts

3 of 4
Drug Name	Bactocill in plastic container
Drug Label	Oxacillin for Injection, USP is a semisynthetic penicillin antibiotic derived from the penicillin nucleus, 6-amino-penicillanic acid. It is resistant to inactivation by the enzyme penicillinase (beta-lactamase). It is the sodium salt in parenteral do...
Active Ingredient	Oxacillin sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 20mg base/ml; eq 40mg base/ml
Market Status	Prescription
Company	Baxter Hlthcare

4 of 4
Drug Name	Oxacillin sodium
Active Ingredient	Oxacillin sodium
Dosage Form	Injectable
Route	Injection
Strength	eq 2gm base/vial; eq 10gm base/vial; eq 1gm base/vial
Market Status	Prescription
Company	Aurobindo Pharma; Sandoz; Sagent Pharms; Agila Speclts