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Sitafloxacin Hydrate

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ACTIVE PHARMA INGREDIENTS

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6 Intermediates Suppliers

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Chemistry

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Also known as: Sitafloxacin monohydrate, Sitafloxacin, 163253-35-8, 163253-37-0, Sitafloxacin sesquihydrate, Sitafloxacin (monohydrate)

Molecular Formula

C₁₉H₂₀ClF₂N₃O₄

Molecular Weight

427.8 g/mol

InChI Key

ANCJYRJLOUSQBW-JJZGMWGRSA-N

FDA UNII

45IP57B62B

1 2D Structure

Sitafloxacin Hydrate

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

7-[(7S)-7-amino-5-azaspiro[2.4]heptan-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-4-oxoquinoline-3-carboxylic acid;hydrate

2.1.2 InChI

InChI=1S/C19H18ClF2N3O3.H2O/c20-14-15-8(17(26)9(18(27)28)5-25(15)12-4-10(12)21)3-11(22)16(14)24-6-13(23)19(7-24)1-2-19;/h3,5,10,12-13H,1-2,4,6-7,23H2,(H,27,28);1H2/t10-,12+,13+;/m0./s1

2.1.3 InChI Key

ANCJYRJLOUSQBW-JJZGMWGRSA-N

2.1.4 Canonical SMILES

C1CC12CN(CC2N)C3=C(C=C4C(=C3Cl)N(C=C(C4=O)C(=O)O)C5CC5F)F.O

2.1.5 Isomeric SMILES

C1CC12CN(C[C@H]2N)C3=C(C=C4C(=C3Cl)N(C=C(C4=O)C(=O)O)[C@@H]5C[C@@H]5F)F.O

2.2 Other Identifiers

2.2.1 UNII

45IP57B62B

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 7-((7s)-amino-5-azaspiro(2,4)heptan-5-yl)-8-chloro-6-fluoro-1-((1r,2r)-cis-2-fluoro-1-cyclopropyl)-1,4-dihydro-4-oxoquinolone-3-carboxylic Acid

2. 7-(7-amino-5-azaspiro(2.4)heptan-5-yl)-8-chloro-6-fluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid Sesquihydrate

3. Du 6859

4. Du 6859a

5. Du-6859

6. Du-6859a

7. Sitafloxacin

2.3.2 Depositor-Supplied Synonyms

1. Sitafloxacin Monohydrate

2. Sitafloxacin

3. 163253-35-8

4. 163253-37-0

5. Sitafloxacin Sesquihydrate

6. Sitafloxacin (monohydrate)

7. 45ip57b62b

8. Du-6859a

9. 3-quinolinecarboxylic Acid, 7-((7s)-7-amino-5-azaspiro(2.4)hept-5-yl)-8-chloro-6-fluoro-1-((1r,2s)-2-fluorocyclopropyl)-1,4-dihydro-4-oxo-, Hydrate (1:1)

10. 7-[(7s)-7-amino-5-azaspiro[2.4]heptan-5-yl]-8-chloro-6-fluoro-1-[(1r,2s)-2-fluorocyclopropyl]-4-oxoquinoline-3-carboxylic Acid;hydrate

11. Unii-45ip57b62b

12. Spifloxacin Hydrate

13. Schembl1060786

14. Chembl3989504

15. Amsp00022

16. Hy-b0395b

17. Akos005145900

18. Am85615

19. 3-quinolinecarboxylic Acid, 7-(7-amino-5-azaspiro(2.4)hept-5-yl)-8-chloro-6-fluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-, Monohydrate, (1r-(1alpha(s*),2alpha))-

20. Cs-0009318

21. J-524203

22. Q27258838

23. 3-quinolinecarboxylic Acid, 7-(7-amino-5-azaspiro(2.4)hept-5-yl)-8-chloro-6-fluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-, Monohydrate, (1r-(1.alpha.(s*),2.alpha.))-

24. 3-quinolinecarboxylicacid,7-[(7s)-7-amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1r,2s)-2-fluorocyclopropyl]-1,4-dihydro-4- Oxo-,hydrate (2:3)

25. 3-quinolinecarboxylicacid,7-[(7s)-7-amino-5-azaspiro[2.4]hept-5-yl]-8-chloro-6-fluoro-1-[(1r,2s)-2-fluorocyclopropyl]-1,4-dihydro-4-oxo-,hydrate(2:3)

2.4 Create Date

2006-07-28

3 Chemical and Physical Properties

Molecular Formula	C₁₉H₂₀ClF₂N₃O₄
Molecular Weight	427.8 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	3
Exact Mass	427.1110401 g/mol
Monoisotopic Mass	427.1110401 g/mol
Topological Polar Surface Area	87.9 Å²
Heavy Atom Count	29
Formal Charge	0
Complexity	761
Isotope Atom Count	0
Defined Atom Stereocenter Count	3
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

Substances that inhibit the growth or reproduction of BACTERIA. (See all compounds classified as Anti-Bacterial Agents.)

Topoisomerase II Inhibitors

Compounds that inhibit the activity of DNA TOPOISOMERASE II. Included in this category are a variety of ANTINEOPLASTIC AGENTS which target the eukaryotic form of topoisomerase II and ANTIBACTERIAL AGENTS which target the prokaryotic form of topoisomerase II. (See all compounds classified as Topoisomerase II Inhibitors.)

4.2 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01M - Quinolone antibacterials

J01MA - Fluoroquinolones

J01MA21 - Sitafloxacin

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