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Technical details about Penicillin V Benzathine, learn more about the structure, uses, toxicity, action, side effects and more

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2D Structure
1. Also known as: Benzathine penicillin v, Benzathine phenoxymethylpenicillin, Penicillin v benzathine [usan:usp], 3t4emh59zu, (2s,5r,6r)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic acid compound with n,n'-dibenzylethylenediamine (2:1), Biphecillin
Molecular Formula
C48H56N6O10S2
Molecular Weight
941.1  g/mol
InChI Key
BBTOYUUSUQNIIY-ANPZCEIESA-N
FDA UNII
3T4EMH59ZU

1 2D Structure

2D Structure

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
N,N'-dibenzylethane-1,2-diamine;(2S,5R,6R)-3,3-dimethyl-7-oxo-6-[(2-phenoxyacetyl)amino]-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
2.1.2 InChI
InChI=1S/2C16H18N2O5S.C16H20N2/c2*1-16(2)12(15(21)22)18-13(20)11(14(18)24-16)17-10(19)8-23-9-6-4-3-5-7-9;1-3-7-15(8-4-1)13-17-11-12-18-14-16-9-5-2-6-10-16/h2*3-7,11-12,14H,8H2,1-2H3,(H,17,19)(H,21,22);1-10,17-18H,11-14H2/t2*11-,12+,14-;/m11./s1
2.1.3 InChI Key
BBTOYUUSUQNIIY-ANPZCEIESA-N
2.1.4 Canonical SMILES
CC1(C(N2C(S1)C(C2=O)NC(=O)COC3=CC=CC=C3)C(=O)O)C.CC1(C(N2C(S1)C(C2=O)NC(=O)COC3=CC=CC=C3)C(=O)O)C.C1=CC=C(C=C1)CNCCNCC2=CC=CC=C2
2.1.5 Isomeric SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)COC3=CC=CC=C3)C(=O)O)C.CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)COC3=CC=CC=C3)C(=O)O)C.C1=CC=C(C=C1)CNCCNCC2=CC=CC=C2
2.2 Other Identifiers
2.2.1 UNII
3T4EMH59ZU
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Benzathine Penicillin V

2. Bicillin-5

2.3.2 Depositor-Supplied Synonyms

1. Benzathine Penicillin V

2. Benzathine Phenoxymethylpenicillin

3. Penicillin V Benzathine [usan:usp]

4. 3t4emh59zu

5. (2s,5r,6r)-3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid Compound With N,n'-dibenzylethylenediamine (2:1)

6. Biphecillin

7. Bicillin V

8. Bicillin-5

9. V-pen Ped Forte

10. Penicillin V Benzathine [usan]

11. Einecs 227-667-2

12. Unii-3t4emh59zu

13. Schembl418029

14. Penicillin V Benzathine (usp)

15. Chembl1396177

16. Dtxsid80207999

17. Ncgc00017051-01

18. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((2-phenoxyacetyl)amino)-, (2s-(2alpha,5alpha,6beta))-, Compd. With N,n'-bis(phenylmethyl)-1,2-ethanediamine (2:1)

19. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-(2-phenoxyacetamido)-, Compd. With N,n'-dibenzylethylenediamine (2:1)

20. Benzathine Phenoxymethyl Penicillin

21. N,n'-dibenzylethylenediammonium (2s-(2alpha,5alpha,6beta))-bis(3,3-dimethyl-7-oxo-6-((phenoxyacetyl)amino)-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylate)

22. Penicillin Benzathine Phenoxymethyl

23. Cas-5928-84-7

24. Penicillin V Benzathine [usp Impurity]

25. D02405

26. 690p573

27. Benzathine Phenoxymethylpenicillin [mart.]

28. Phenoxymethylpenicillin Benzathine [who-dd]

29. Q4890751

30. Penicillin V Compd With Dibenzylethylenediamine

31. Penicillin V Compd With Dibenzylethylenediamine [mi]

32. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((2-phenoxyacetyl)amino)-, (2s,5r,6r)-, Compd. With N1,n2-bis(phenylmethyl)-1,2-ethanediamine (2:1)

33. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 3,3-dimethyl-7-oxo-6-((2-phenoxyacetyl)amino)-, (2s-(2.alpha.,5.alpha.,6.beta.))-, Compd. With N,n'-bis(phenylmethyl)-1,2-ethanediamine (2:1)

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 941.1 g/mol
Molecular Formula C48H56N6O10S2
Hydrogen Bond Donor Count6
Hydrogen Bond Acceptor Count14
Rotatable Bond Count17
Exact Mass940.34993435 g/mol
Monoisotopic Mass940.34993435 g/mol
Topological Polar Surface Area267 Ų
Heavy Atom Count66
Formal Charge0
Complexity718
Isotope Atom Count0
Defined Atom Stereocenter Count6
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count3
4 Pharmacology and Biochemistry
4.1 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01C - Beta-lactam antibacterials, penicillins

J01CE - Beta-lactamase sensitive penicillins

J01CE10 - Benzathine phenoxymethylpenicillin


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