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Chemistry

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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

Penicillin V Benzathine

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 Formula	C₄₈H₅₆N₆O₁₀S₂
Molecular Weight	941.1 g/mol
Hydrogen Bond Donor Count	6
Hydrogen Bond Acceptor Count	14
Rotatable Bond Count	17
Exact Mass	940.34993435 g/mol
Monoisotopic Mass	940.34993435 g/mol
Topological Polar Surface Area	267 Å²
Heavy Atom Count	66
Formal Charge	0
Complexity	718
Isotope Atom Count	0
Defined Atom Stereocenter Count	6
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	3