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Chemistry

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Also known as: Cefotiam hydrochloride, 66309-69-1, Dsstox_cid_25538, Dsstox_rid_80940, Dsstox_gsid_45538, (6r,7r)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrochloride

Molecular Formula

C₁₈H₂₄ClN₉O₄S₃

Molecular Weight

562.1 g/mol

InChI Key

SVSFIELZISOJDT-XRZFDKQNSA-N

One of the CEPHALOSPORINS that has a broad spectrum of activity against both gram-positive and gram-negative microorganisms.

1 2D Structure

Cefotiam Hydrochloride

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(6R,7R)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic acid;hydrochloride

2.1.2 InChI

InChI=1S/C18H23N9O4S3.ClH/c1-25(2)3-4-26-18(22-23-24-26)34-7-9-6-32-15-12(14(29)27(15)13(9)16(30)31)21-11(28)5-10-8-33-17(19)20-10;/h8,12,15H,3-7H2,1-2H3,(H2,19,20)(H,21,28)(H,30,31);1H/t12-,15-;/m1./s1

2.1.3 InChI Key

SVSFIELZISOJDT-XRZFDKQNSA-N

2.1.4 Canonical SMILES

CN(C)CCN1C(=NN=N1)SCC2=C(N3C(C(C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O.Cl

2.1.5 Isomeric SMILES

CN(C)CCN1C(=NN=N1)SCC2=C(N3[C@@H]([C@@H](C3=O)NC(=O)CC4=CSC(=N4)N)SC2)C(=O)O.Cl

2.2 Synonyms

2.2.1 MeSH Synonyms

1. Abbott 48999

2. Abbott-48999

3. Abbott48999

4. Cefotiam

5. Cefotiam Hydrochloride

6. Ceradolan

7. Cgp 14221 E

8. Cgp-14221-e

9. Cgp14221e

10. Haloapor

11. Halospor

12. Hydrochloride, Cefotiam

13. Sce 963

14. Sce-963

15. Sce963

2.2.2 Depositor-Supplied Synonyms

1. Cefotiam Hydrochloride

2. 66309-69-1

3. Dsstox_cid_25538

4. Dsstox_rid_80940

5. Dsstox_gsid_45538

6. (6r,7r)-7-[[2-(2-amino-1,3-thiazol-4-yl)acetyl]amino]-3-[[1-[2-(dimethylamino)ethyl]tetrazol-5-yl]sulfanylmethyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid;hydrochloride

7. Cas-66309-69-1

8. Nsc-758164

9. Sr-01000841230

10. Cefotiam Monohydrochloride

11. Ncgc00016998-01

12. Schembl65480

13. Mls002153835

14. Chembl1200589

15. Dtxsid40860766

16. Hms1569b05

17. Tox21_110730

18. Akos032960346

19. Tox21_110730_1

20. Ccg-220482

21. Ncgc00179594-03

22. (6r-trans)-7-[2-(2-aminothiazol-4-yl)acetamido]-3-[[[1-[2-(dimethylamino)ethyl]-1h-tetrazol-5-yl]thio]methyl]-8-oxo-5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid Hydrochloride

23. Smr001233198

24. Sr-01000841230-3

25. W-104762

26. Cefotiam Hydrochloride, Antibiotic For Culture Media Use Only

27. 1428118-46-0

28. 5-thia-1-azabicyclo[4.2.0]oct-2-ene-2-carboxylic Acid,7-[[(2-amino-4-thiazolyl)acetyl]amino]-3-[[[1-[2-(dimethylamino)ethyl]-1h-tetrazol-5-yl]thio]methyl]-8-oxo-, Dihydrochloride, (6r,7r)-

2.3 Create Date

2007-12-05

3 Chemical and Physical Properties

Molecular Formula	C₁₈H₂₄ClN₉O₄S₃
Molecular Weight	562.1 g/mol
Hydrogen Bond Donor Count	4
Hydrogen Bond Acceptor Count	13
Rotatable Bond Count	10
Exact Mass	561.0801915 g/mol
Monoisotopic Mass	561.0801915 g/mol
Topological Polar Surface Area	251 Å²
Heavy Atom Count	35
Formal Charge	0
Complexity	848
Isotope Atom Count	0
Defined Atom Stereocenter Count	2
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2