Sitafloxacin: Difference between revisions

Sitafloxacin
Clinical data
Routes of; administration	Oral
ATC code	J01MA21 (WHO) ;
Legal status
Legal status	In general: ℞ (Prescription only);
Identifiers
	IUPAC name 7-[(4S)-4-Amino-6-azaspiro[2.4]heptan-6-yl]-8-chloro-6-fluoro-1-[(2S)-2-fluorocyclopropyl]-4-oxoquinoline-3-carboxylic acid;
CAS Number	127254-12-0 ;
PubChem CID	461399;
ChemSpider	405945 ;
UNII	3GJC60U4Q8;
ChEMBL	ChEMBL108821 ;
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C19H18ClF2N3O3
Molar mass	409.81
3D model (JSmol)	Interactive image;
	SMILES F[C@H]5C[C@H]5N2/C=C(/C(=O)O)C(=O)c1cc(F)c(c(Cl)c12)N4C[C@@H](N)C3(CC3)C4;
	InChI InChI=1S/C19H18ClF2N3O3/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)/t10-,12+,13+/m0/s1 ; Key:PNUZDKCDAWUEGK-CYZMBNFOSA-N ;
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VisualWikitext

Revision as of 14:19, 10 April 2015

Sitafloxacin (INN; also called DU-6859a) is a fluoroquinolone antibiotic^[1] that shows promise in the treatment of Buruli ulcer. The molecule was identified by Daiichi Sankyo Co., which brought ofloxacin and levofloxacin to the market. Sitafloxacin is currently marketed in Japan by Daiichi Sankyo under the tradename Gracevit.

References

↑ Anderson, DL. (Jul 2008). "Sitafloxacin hydrate for bacterial infections". Drugs Today (Barc). 44 (7): 489–501. doi:10.1358/dot.2008.44.7.1219561. PMID 18806900.

External links

Template:Ja icon Gracevit グレースビット (PDF) Daiichi Sankyo Co. January 2008.

Template:QuinoloneAntiBiotics

Template:Antibiotic-stub

[1] Anderson, DL. (Jul 2008). "Sitafloxacin hydrate for bacterial infections". Drugs Today (Barc). 44 (7): 489–501. doi:10.1358/dot.2008.44.7.1219561. PMID 18806900.

[1]

@@ Line 1: / Line 1: @@
-{{Chembox new
+{{Drugbox
-|ImageFile=sitafloxacin.png
+| Verifiedfields = changed
-|ImageSize=200px
+| Watchedfields = changed
-|IUPACName=<small>7-[(4S)-4-amino-6-azaspiro[2.4]heptan-6-yl]-8-chloro-6-fluoro-1-[(2S)-2-fluorocyclopropyl]-4-oxoquinoline-3-carboxylic acid</small>
+| verifiedrevid = 464392196
-|OtherNames=DU-6859a
+| IUPAC_name = 7-[(4''S'')-4-Amino-6-azaspiro[2.4]heptan-6-yl]-8-chloro-6-fluoro-1-[(2''S'')-2-fluorocyclopropyl]-4-oxoquinoline-3-carboxylic acid
-|Section1= {{Chembox Identifiers
+| image = sitafloxacin.png
-|  CASNo=127254-12-0
-|  PubChem=73011
+<!--Clinical data-->
-|  SMILES=C1CC12CN(CC2N)C3=C(C=C4C(=C3Cl) N(C=C(C4=O)C(=O)O)C5CC5F)F
+| tradename =
-  }}
+| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
-|Section2= {{Chembox Properties
+| pregnancy_US = <!-- A / B            / C / D / X -->
-|  Formula=C<sub>19</sub>H<sub>18</sub>ClF<sub>2</sub>N<sub>3</sub>O<sub>3</sub>
+| pregnancy_category =
-|  MolarMass=409.814326
+| legal_AU = <!-- S2, S3, S4, S5, S6, S7, S8, S9 or Unscheduled-->
-|  Appearance=
+| legal_CA = <!-- Schedule I, II, III, IV, V, VI, VII, VIII -->
-|  Density=
+| legal_UK = <!-- GSL, P, POM, CD, or Class A, B, C -->
-|  MeltingPt=
+| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
-|  BoilingPt=
+| legal_status = Rx-only
-|  Solubility=
+| routes_of_administration = Oral
-  }}
-|Section3= {{Chembox Hazards
+<!--Pharmacokinetic data-->
-|  MainHazards=
+| bioavailability =
-|  FlashPt=
+| protein_bound =
-|  Autoignition=
+| metabolism =
-  }}
+| elimination_half-life =
+| excretion =
+<!--Identifiers-->
+| CAS_number_Ref = {{cascite|changed|??}}
+| CAS_number = 127254-12-0
+| ATC_prefix = J01
+| ATC_suffix = MA21
+| ATC_supplemental =
+| PubChem = 461399
+| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
+| DrugBank =
+| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
+| ChemSpiderID = 405945
+| UNII_Ref = {{fdacite|changed|FDA}}
+| UNII = 3GJC60U4Q8
+| ChEMBL_Ref = {{ebicite|correct|EBI}}
+| ChEMBL = 108821
+<!--Chemical data-->
+| chemical_formula =
+| C=19 | H=18 | Cl=1 | F=2 | N=3 | O=3
+| molecular_weight = 409.81
+| smiles = F[C@H]5C[C@H]5N2/C=C(/C(=O)O)C(=O)c1cc(F)c(c(Cl)c12)N4C[C@@H](N)C3(CC3)C4
+| InChI = 1/C19H18ClF2N3O3/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)/t10-,12+,13+/m0/s1
+| InChIKey = PNUZDKCDAWUEGK-CYZMBNFOBT
+| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
+| StdInChI = 1S/C19H18ClF2N3O3/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)/t10-,12+,13+/m0/s1
+| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
+| StdInChIKey = PNUZDKCDAWUEGK-CYZMBNFOSA-N
 }}
-{{SI}}
+'''Sitafloxacin''' ([[International Nonproprietary Name|INN]]; also called '''DU-6859a''') is a [[fluoroquinolone]] antibiotic<ref>{{Cite journal | last1 = Anderson | first1 = DL. | title = Sitafloxacin hydrate for bacterial infections. | journal = Drugs Today (Barc) | volume = 44 | issue = 7 | pages = 489–501 |date=Jul 2008 | doi = 10.1358/dot.2008.44.7.1219561 | PMID = 18806900 }}</ref> that shows promise in the treatment of [[Buruli ulcer]]. The molecule was identified by [[Daiichi Sankyo Co.]], which brought [[ofloxacin]] and [[levofloxacin]] to the market.  Sitafloxacin is currently marketed in [[Japan]] by Daiichi Sankyo under the tradename '''Gracevit'''.
-'''Sitafloxacin''' (also called '''DU-6859a''') is a [[fluoroquinolone]] antibiotic that shows promise in the treatment of [[Buruli ulcer]].  The molecule was identified by [[Daiichi Sankyo Co.|Daiichi Pharmaceutical Co. Ltd]], who have also brought [[ofloxacin]] and [[levofloxacin]] to the market.  Sitafloxacin is currently under development in [[Japan]].
+==See also==
+*[[Quinolone]]
+==References==
+{{reflist}}
+==Further reading==
+*{{cite journal |author=Keating GM |title=Sitafloxacin: in bacterial infections |journal=Drugs |volume=71 |issue=6 |pages=731–44 |date=April 2011 |pmid=21504249 |doi=10.2165/11207380-000000000-00000}}
-[[Category:Fluoroquinolone antibiotics]]
+==External links==
+* {{ja icon}} [https://www.daiichisankyo.co.jp/med/contents/di/grv/pi/pdf/pi_grv_0806.pdf Gracevit グレースビット] (PDF) Daiichi Sankyo Co. January 2008.
+{{QuinoloneAntiBiotics}}
+{{antibiotic-stub}}
-{{WikiDoc Help Menu}}
+[[Category:Fluoroquinolone antibiotics]]
-{{WikiDoc Sources}}
+[[Category:Organochlorides]]

Sitafloxacin: Difference between revisions

Revision as of 14:19, 10 April 2015

Contents

See also

References

Further reading

External links

Navigation menu

Clinical data

Routes of administration	Oral
ATC code	J01MA21 (WHO)
Legal status
Legal status	In general: ℞ (Prescription only)
Identifiers
IUPAC name 7-[(4S)-4-Amino-6-azaspiro[2.4]heptan-6-yl]-8-chloro-6-fluoro-1-[(2S)-2-fluorocyclopropyl]-4-oxoquinoline-3-carboxylic acid
CAS Number	127254-12-0^N
PubChem CID	461399
ChemSpider	405945^Y
UNII	3GJC60U4Q8
ChEMBL	ChEMBL108821^Y
E number	{{#property:P628}}
ECHA InfoCard	{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
Formula	C₁₉H₁₈ClF₂N₃O₃
Molar mass	409.81
3D model (JSmol)	Interactive image
SMILES F[C@H]5C[C@H]5N2/C=C(/C(=O)O)C(=O)c1cc(F)c(c(Cl)c12)N4C[C@@H](N)C3(CC3)C4
InChI InChI=1S/C19H18ClF2N3O3/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)/t10-,12+,13+/m0/s1^Y Key:PNUZDKCDAWUEGK-CYZMBNFOSA-N^Y
^NY (what is this?) (verify)