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Ceftriaxone
Also known as: Ceftriaxone sodium, Ceftriaxone, 74578-69-1, 104376-79-6, Ro-139904, Ceftriaxone sodium salt
Molecular Formula
C18H17N8NaO7S3
Molecular Weight
576.6  g/mol
InChI Key
YOBPSXOHCHDCMU-VKZZUTNHSA-M

A broad-spectrum cephalosporin antibiotic and cefotaxime derivative with a very long half-life and high penetrability to meninges, eyes and inner ears.
1 2D Structure

Ceftriaxone

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
sodium;(6R,7R)-7-[[(2Z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-5,6-dioxo-1H-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate
2.1.2 InChI
InChI=1S/C18H18N8O7S3.Na/c1-25-18(22-12(28)13(29)23-25)36-4-6-3-34-15-9(14(30)26(15)10(6)16(31)32)21-11(27)8(24-33-2)7-5-35-17(19)20-7;/h5,9,15H,3-4H2,1-2H3,(H2,19,20)(H,21,27)(H,23,29)(H,31,32);/q;+1/p-1/b24-8-;/t9-,15-;/m1./s1
2.1.3 InChI Key
YOBPSXOHCHDCMU-VKZZUTNHSA-M
2.1.4 Canonical SMILES
CN1C(=NC(=O)C(=O)N1)SCC2=C(N3C(C(C3=O)NC(=O)C(=NOC)C4=CSC(=N4)N)SC2)C(=O)[O-].[Na+]
2.1.5 Isomeric SMILES
CN1C(=NC(=O)C(=O)N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)/C(=N\OC)/C4=CSC(=N4)N)SC2)C(=O)[O-].[Na+]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Anhydrous Ceftriaxone Sodium

2. Benaxona

3. Cefatriaxone

4. Cefaxona

5. Ceftrex

6. Ceftriaxon

7. Ceftriaxon Curamed

8. Ceftriaxon Hexal

9. Ceftriaxona Andreu

10. Ceftriaxona Ldp Torlan

11. Ceftriaxone

12. Ceftriaxone Irex

13. Ceftriaxone Sodium

14. Ceftriaxone Sodium, Anhydrous

15. Ceftriaxone, Disodium Salt

16. Ceftriaxone, Disodium Salt, Hemiheptahydrate

17. Lendacin

18. Longacef

19. Longaceph

20. Ro 13 9904

21. Ro 13-9904

22. Ro 139904

23. Ro-13-9904

24. Ro13 9904

25. Ro13-9904

26. Ro139904

27. Rocefalin

28. Rocefin

29. Rocephin

30. Rocephine

31. Tacex

32. Terbac

2.2.2 Depositor-Supplied Synonyms

1. Ceftriaxone Sodium

2. Ceftriaxone

3. 74578-69-1

4. 104376-79-6

5. Ro-139904

6. Ceftriaxone Sodium Salt

7. Octx

8. Ceftriaxone Sodium Trihydrate

9. Schembl537013

10. Chembl1200995

11. Mfcd00941454

12. Akos015961150

13. Ac-1851

14. Disodium;(6r,7r)-7-[[(2e)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-6-oxido-5-oxo-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

15. Sodium (6r,7r)-7-((e)-2-(2-aminothiazol-4-yl)-2-(methoxyimino)acetamido)-3-((6-hydroxy-2-methyl-5-oxo-2,5-dihydro-1,2,4-triazin-3-ylthio)methyl)-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

16. Sodium;(6r,7r)-7-[[(2z)-2-(2-amino-1,3-thiazol-4-yl)-2-methoxyiminoacetyl]amino]-3-[(2-methyl-5,6-dioxo-1h-1,2,4-triazin-3-yl)sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylate

2.3 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 576.6 g/mol
Molecular Formula C18H17N8NaO7S3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count13
Rotatable Bond Count8
Exact Mass576.02800271 g/mol
Monoisotopic Mass576.02800271 g/mol
Topological Polar Surface Area291 Ų
Heavy Atom Count37
Formal Charge0
Complexity1120
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count2
4 Drug and Medication Information
4.1 Drug Information
1 of 2  
Drug NameRocephin
PubMed HealthCeftriaxone (Injection)
Drug ClassesAntibiotic
Drug LabelRocephin is a sterile, semisynthetic, broad-spectrum cephalosporin antibiotic for intravenous or intramuscular administration. Ceftriaxone sodium is (6R,7R)-7-[2-(2-Amino-4-thiazolyl)glyoxylamido]-8-oxo-3-[[(1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-as-t...
Active IngredientCeftriaxone sodium
Dosage FormInjectable
RouteInjection
Strengtheq 500mg base/vial; eq 1gm base/vial
Market StatusPrescription
CompanyHoffmann La Roche

2 of 2  
Drug NameRocephin
PubMed HealthCeftriaxone (Injection)
Drug ClassesAntibiotic
Drug LabelRocephin is a sterile, semisynthetic, broad-spectrum cephalosporin antibiotic for intravenous or intramuscular administration. Ceftriaxone sodium is (6R,7R)-7-[2-(2-Amino-4-thiazolyl)glyoxylamido]-8-oxo-3-[[(1,2,5,6-tetrahydro-2-methyl-5,6-dioxo-as-t...
Active IngredientCeftriaxone sodium
Dosage FormInjectable
RouteInjection
Strengtheq 500mg base/vial; eq 1gm base/vial
Market StatusPrescription
CompanyHoffmann La Roche

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.)


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Cephalosporins [CS]; Cephalosporin Antibacterial [EPC]
5.3 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01D - Other beta-lactam antibacterials

J01DD - Third-generation cephalosporins

J01DD04 - Ceftriaxone


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