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Chemistry

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Also known as: Co-amoxiclav, 74469-00-4, Amoxicillin clavulanate potassium, Amoxicillin mixture with clavulanate potassium, Amoclan, Amoclav
Molecular Formula
C24H27KN4O10S
Molecular Weight
602.7  g/mol
InChI Key
DWHGNUUWCJZQHO-ZVDZYBSKSA-M

Co-amoxiclav
A fixed-ratio combination of amoxicillin trihydrate and potassium clavulanate.
1 2D Structure

Co-amoxiclav

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
potassium;(2S,5R,6R)-6-[[(2R)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid;(2R,3Z,5R)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate
2.1.2 InChI
InChI=1S/C16H19N3O5S.C8H9NO5.K/c1-16(2)11(15(23)24)19-13(22)10(14(19)25-16)18-12(21)9(17)7-3-5-8(20)6-4-7;10-2-1-4-7(8(12)13)9-5(11)3-6(9)14-4;/h3-6,9-11,14,20H,17H2,1-2H3,(H,18,21)(H,23,24);1,6-7,10H,2-3H2,(H,12,13);/q;;+1/p-1/b;4-1-;/t9-,10-,11+,14-;6-,7-;/m11./s1
2.1.3 InChI Key
DWHGNUUWCJZQHO-ZVDZYBSKSA-M
2.1.4 Canonical SMILES
CC1(C(N2C(S1)C(C2=O)NC(=O)C(C3=CC=C(C=C3)O)N)C(=O)O)C.C1C2N(C1=O)C(C(=CCO)O2)C(=O)[O-].[K+]
2.1.5 Isomeric SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)[C@@H](C3=CC=C(C=C3)O)N)C(=O)O)C.C1[C@@H]2N(C1=O)[C@H](/C(=C/CO)/O2)C(=O)[O-].[K+]
2.2 Synonyms
2.2.1 MeSH Synonyms

1. Amox Clav

2. Amox-clav

3. Amoxi Clavulanate

4. Amoxi-clavulanate

5. Amoxicillin Clavulanic Acid

6. Amoxicillin Potassium Clavulanate Combination

7. Amoxicillin-clavulanic Acid

8. Amoxicillin-potassium Clavulanate Combination

9. Amoxycillin Clavulanic Acid

10. Amoxycillin, Clavulanate Potentiated

11. Amoxycillin-clavulanic Acid

12. Augmentin

13. Brl 25000

14. Brl-25000

15. Brl25000

16. Clavulanate Potentiated Amoxycillin

17. Clavulin

18. Co Amoxiclav

19. Co-amoxiclav

20. Coamoxiclav

21. Potassium Clavulanate Amoxicillin Combination

22. Potassium Clavulanate-amoxicillin Combination

23. Spektramox

24. Synulox

2.2.2 Depositor-Supplied Synonyms

1. Co-amoxiclav

2. 74469-00-4

3. Amoxicillin Clavulanate Potassium

4. Amoxicillin Mixture With Clavulanate Potassium

5. Amoclan

6. Amoclav

7. Amoxsiklav

8. Augmentan

9. Augmentine

10. Auspilic

11. Clamentin

12. Clamobit

13. Clavinex

14. Clavumox

15. Eumetinex

16. Kmoxilin

17. Spectramox

18. Viaclav

19. Amocla

20. Xiclav

21. Ancla

22. Clavoxilin Plus

23. 4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3-(2-hydroxyethylidene)-7-oxo-, Monopotassium Salt, (2r-(2-alpha,3z,5-alpha))-, Mixt. With (2s-(2-alpha,5-alpha,6-beta(s*)))-6-((amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid (1:2)

24. Augmentin Es-600

25. Brl 25000

26. Augmentin (antibiotic)

27. Augmentin Xr

28. Augmentin '125'

29. Augmentin '200'

30. Augmentin '250'

31. Augmentin '400'

32. Augmentin '500'

33. Augmentin '875'

34. Clavam 625

35. Brl 25000a

36. Brl 25000g

37. Amoxicillin Mixed With Potassium Clavulanate (2:1)

38. Potassium Clavulanate Mixed With Amoxicillin (1:2)

39. Amoxicillin / Clavulanic Acid

40. Schembl240728

41. Chembl1697738

42. Dtxsid40225477

43. Amoxicillin/clavulanic Acid

44. Amoxicillin-clavulanate (potassium)

45. 4-oxa-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3-(2-hydroxyethylidene)-7-oxo-, Monopotassium Salt, (2r,3z,5r)-, Mixt. With (2s,5r,6r)-6-(((2r)-amino(4-hydroxyphenyl)acetyl)amino)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid

46. Hy-135532

47. Q2870929

48. Potassium;(2s,5r,6r)-6-[[(2r)-2-amino-2-(4-hydroxyphenyl)acetyl]amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid;(2r,3z,5r)-3-(2-hydroxyethylidene)-7-oxo-4-oxa-1-azabicyclo[3.2.0]heptane-2-carboxylate

2.3 Create Date
2008-02-05
3 Chemical and Physical Properties
Molecular Weight 602.7 g/mol
Molecular Formula C24H27KN4O10S
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count12
Rotatable Bond Count6
Exact Mass602.10849573 g/mol
Monoisotopic Mass602.10849573 g/mol
Topological Polar Surface Area248 Ų
Heavy Atom Count40
Formal Charge0
Complexity919
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count1
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Drug and Medication Information
4.1 Drug Information
1 of 18  
Drug NameAmoxicillin and clavulanate potassium
PubMed HealthAmoxicillin/Clavulanate Potassium (By mouth)
Drug ClassesAntibiotic
Drug LabelAUGMENTIN is an oral antibacterial combination consisting of the semisynthetic antibiotic amoxicillin and the -lactamase inhibitor, clavulanate potassium (the potassium salt of clavulanic acid). Amoxicillin is an analog of ampicillin, derived fro...
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet, extended release; Tablet; Tablet, chewable; For suspension; Suspension
RouteOral
Strength600mg/5ml; eq 62.5mg base; 875mg; eq 57mg base; eq 28.5mg base/5ml; 200mg/5ml; 200mg; 250mg; eq 125mg base; eq 28.5mg base; eq 62.5mg base/5ml; 400mg/5ml; 1gm; eq 57mg base/5ml; eq 42.9mg base/5ml; 500mg; 250mg/5ml; 400mg
Market StatusPrescription
CompanyWockhardt; Ranbaxy; Teva; Aurobindo Pharma; Teva Pharms Usa; Wockhardt Eu Operatn; Sandoz; Hikma Pharms

2 of 18  
Drug NameAugmentin '125'
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet, chewable; For suspension
RouteOral
Strength125mg/5ml; eq 31.25mg base; 125mg; eq 31.25mg base/5ml
Market StatusPrescription
CompanyDr Reddys Labs

3 of 18  
Drug NameAugmentin '200'
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet, chewable; For suspension
RouteOral
Strength200mg; eq 28.5mg base/5ml; 200mg/5ml; eq 28.5mg base
Market StatusPrescription
CompanyDr Reddys Labs

4 of 18  
Drug NameAugmentin '250'
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet; Tablet, chewable; For suspension
RouteOral
Strengtheq 62.5mg base; 250mg; eq 125mg base; eq 62.5mg base/5ml; 250mg/5ml
Market StatusPrescription
CompanyDr Reddys Labs

5 of 18  
Drug NameAugmentin '400'
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet, chewable; For suspension
RouteOral
Strengtheq 57mg base; 400mg/5ml; eq 57mg base/5ml; 400mg
Market StatusPrescription
CompanyDr Reddys Labs

6 of 18  
Drug NameAugmentin '500'
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet
RouteOral
Strengtheq 125mg base; 500mg
Market StatusPrescription
CompanyDr Reddys Labs

7 of 18  
Drug NameAugmentin '875'
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet
RouteOral
Strength875mg; eq 125mg base
Market StatusPrescription
CompanyDr Reddys Labs

8 of 18  
Drug NameAugmentin es-600
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormFor suspension
RouteOral
Strength600mg/5ml; eq 42.9mg base/5ml
Market StatusPrescription
CompanyDr Reddys Labs

9 of 18  
Drug NameAugmentin xr
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet, extended release
RouteOral
Strengtheq 62.5mg base; 1gm
Market StatusPrescription
CompanyDr Reddys Labs

10 of 18  
Drug NameAmoxicillin and clavulanate potassium
PubMed HealthAmoxicillin/Clavulanate Potassium (By mouth)
Drug ClassesAntibiotic
Drug LabelAUGMENTIN is an oral antibacterial combination consisting of the semisynthetic antibiotic amoxicillin and the -lactamase inhibitor, clavulanate potassium (the potassium salt of clavulanic acid). Amoxicillin is an analog of ampicillin, derived fro...
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet, extended release; Tablet; Tablet, chewable; For suspension; Suspension
RouteOral
Strength600mg/5ml; eq 62.5mg base; 875mg; eq 57mg base; eq 28.5mg base/5ml; 200mg/5ml; 200mg; 250mg; eq 125mg base; eq 28.5mg base; eq 62.5mg base/5ml; 400mg/5ml; 1gm; eq 57mg base/5ml; eq 42.9mg base/5ml; 500mg; 250mg/5ml; 400mg
Market StatusPrescription
CompanyWockhardt; Ranbaxy; Teva; Aurobindo Pharma; Teva Pharms Usa; Wockhardt Eu Operatn; Sandoz; Hikma Pharms

11 of 18  
Drug NameAugmentin '125'
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet, chewable; For suspension
RouteOral
Strength125mg/5ml; eq 31.25mg base; 125mg; eq 31.25mg base/5ml
Market StatusPrescription
CompanyDr Reddys Labs

12 of 18  
Drug NameAugmentin '200'
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet, chewable; For suspension
RouteOral
Strength200mg; eq 28.5mg base/5ml; 200mg/5ml; eq 28.5mg base
Market StatusPrescription
CompanyDr Reddys Labs

13 of 18  
Drug NameAugmentin '250'
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet; Tablet, chewable; For suspension
RouteOral
Strengtheq 62.5mg base; 250mg; eq 125mg base; eq 62.5mg base/5ml; 250mg/5ml
Market StatusPrescription
CompanyDr Reddys Labs

14 of 18  
Drug NameAugmentin '400'
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet, chewable; For suspension
RouteOral
Strengtheq 57mg base; 400mg/5ml; eq 57mg base/5ml; 400mg
Market StatusPrescription
CompanyDr Reddys Labs

15 of 18  
Drug NameAugmentin '500'
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet
RouteOral
Strengtheq 125mg base; 500mg
Market StatusPrescription
CompanyDr Reddys Labs

16 of 18  
Drug NameAugmentin '875'
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet
RouteOral
Strength875mg; eq 125mg base
Market StatusPrescription
CompanyDr Reddys Labs

17 of 18  
Drug NameAugmentin es-600
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormFor suspension
RouteOral
Strength600mg/5ml; eq 42.9mg base/5ml
Market StatusPrescription
CompanyDr Reddys Labs

18 of 18  
Drug NameAugmentin xr
Active Ingredientclavulanate potassium; Amoxicillin
Dosage FormTablet, extended release
RouteOral
Strengtheq 62.5mg base; 1gm
Market StatusPrescription
CompanyDr Reddys Labs

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.)


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28-Mar-2023
28-Mar-2023
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