Sitafloxacin Sesquihydrate

Sitafloxacin Sesquihydrate Properties

Melting point	145-147°C (dec.)
alpha	589 -199.9°
storage temp.	Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility	Aqueous Base (Slightly), DMSO (Slightly), Methanol (Very Slightly, Heated)
form	Solid
color	White to Off-White
Stability	Hygroscopic
InChIKey	ANCJYRJLOUSQBW-UWQPBFEBNA-N
SMILES	N[C@@H]1CN(C2=C(C=C3C(=O)C(C(=O)O)=CN([C@@H]4C[C@@H]4F)C3=C2Cl)F)CC21CC2.O \|&1:1,16,18,r\|
CAS DataBase Reference	163253-35-8(CAS DataBase Reference)
FDA UNII	9TD681796G

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302-H315-H319-H335
Precautionary statements	P261-P305+P351+P338
HS Code	2941900000

Sitafloxacin Sesquihydrate price More Price(24)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
TRC	S490920	SitafloxacinSesquihydrate	163253-35-8	10mg	$340	2021-12-16	Buy
Usbiological	020963	Sitafloxacin Sesquihydrate	163253-35-8	5mg	$496	2021-12-16	Buy
Usbiological	289151	Sitafloxacin sesquihydrate	163253-35-8	2mg	$515	2021-12-16	Buy
ChemScene	CS-2489	Sitafloxacin(hydrate) ≥98.0%	163253-35-8	50mg	$290	2021-12-16	Buy
Biorbyt Ltd	orb134391	Sitafloxacin hydrate >99%	163253-35-8	100mg	$510	2021-12-16	Buy

Product number	Packaging	Price	Buy
S490920	10mg	$340	Buy
020963	5mg	$496	Buy
289151	2mg	$515	Buy
CS-2489	50mg	$290	Buy
orb134391	100mg	$510	Buy

Sitafloxacin Sesquihydrate Chemical Properties,Uses,Production

Description

The fluoroquinolone antibacterial agent sitafloxacin hydrate was developed by Daiichi Sankyo and was approved and launched last year in Japan. Sitafloxacin’s mode of action is through inhibition of DNA gyrase and topoisomerase IV. It is indicated for the treatment of inflammatory infections such as laryngopharyngitis, adenoiditis, acute bronchitis, pneumonia, secondary infections due to chronic respiratory lesions, cystitis, pyelonephritis, urethritis, cervicitis, otitismedia, sinusitis, periodontitis, and pericoronitis and jaw inflammation. Due to its broad spectrum of potent antibacterial activity, sitafloxacin is expected to be clinically effective in treating severe cases of bacterial infection, relapse/recrudescence of infection and infections in which resistant bacteria are suspected to be the cause.

Chemical Properties

Off-White Solid

Uses

Antibacterial

Uses

Sitafloxacin is a new-generation, broad-spectrum oral fluoroquinolone antibiotic. It is very active against many Gram-positive, Gram-negative and anaerobic clinical isolates, including strains resistant to other fluoroquinolones, was recently approved in

Side effects

The most commonly reported adverse reactions include rash, dizziness, headache, diarrhea, loose stool, stomach discomfort, abdominal bloating, abdominal pain, constipation, indigestion, nausea and stomatitis.

Synthesis

The optically pure fluorocyclopropylamine 111 intermediate was prepared as described in thescheme. Condensation of diphenylmethyl amine 104 with acetaldehyde followed by treatment with trichloromethyl chloroformate in the presence of triethylamine gave N-vinyl carbamoyl chloride 105 in 53% yield. This intermediate was reacted with sodium benzyloxide (generated in situ) to afford N-vinylcarbamate 106 in 82% yield. Fluorocyclopropanation of 106 with zinc¨C monofluorocarbenoid generated from fluorodiiodomethane and diethylzinc provided N-(2-fluorocyclopropyl)carbamate 107 in 90% yield and with a diastereomeric ratio of 93:7 favoring the cis-isomer. Hydrogenolysis of the CBz and the diphenylmethyl groups was accomplished with catalytic 10% palladium on charcoal and was followed by treatment with TsOH to afford dl-108 as its tosylate salt. Acylation of dl- 108 TsOH with l-menthyl chloroformate gave a 1:1 mixture of the diastereomeric carbamate 109 which upon four repeated recrystallizations from hexane/ethyl acetate afforded optically pure 110 in 26% yield. Acidic hydrolysis of 110 furnished 111 as its HCl salt in 88% yield.

Synthesis_163253-35-8

Mode of action

Sitafloxacin inhibits DNA gyrase and topoisomerase IV. These enzymes are involved in bacteria DNA replication, transcription, repair, and recombination. Sitafloxacin has less activity against human topoisomerase II, an enzyme involved in cell growth. According to Akasaka et al. DNA gyrase, consisting of the subunits GyrA and GyrB, has ATP-dependent DNA supercoil-ing activity and is a primary target of quinolones in Gram-negative species, such as Escherichia coli and Neisseria gonorrhoeae. In contrast, topoisomerase IV, consisting of the subunits ParC and ParE, has an essential role in partitioning replicated chromosomes and is more sensitive than DNA gyrase to some quinolones, such as levofloxacin and ciprofloxacin in the Gram-positive species, such as Staphylococcus aureus and Streptococcus pneumoniae[1].

References

[1] Ghebremedhin, B. “Bacterial Infections in the Elderly Patient: Focus on Sitafloxacin.” 2012. 0.

Sitafloxacin Sesquihydrate Preparation Products And Raw materials

Raw materials

Preparation Products

Sitafloxacin Sesquihydrate Suppliers

Global( 176)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Suzhou Chukai Pharma Tech Co.,Ltd	+8615062531973	2279973922@qq.com	China	224	58
Hebei Mojin Biotechnology Co., Ltd	+8613288715578	sales@hbmojin.com	China	12453	58
Shanghai Yingrui Biopharma Co., Ltd.	+86-21-33585366 - 03@	sales03@shyrchem.com	CHINA	738	60
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29914	58
Jilin Chinese Academy of Sciences - Yanshen Technology Co., Ltd.	0431-80514535 13634302652	Extension@chemextension.com	CHINA	967	58
Hebei Guanlang Biotechnology Co., Ltd.	+86-19930503282	alice@crovellbio.com	China	8822	58
Xiamen AmoyChem Co., Ltd	+86-592-6051114 +8618959220845	sales@amoychem.com	China	6387	58
Chongqing Chemdad Co., Ltd	+86-023-61398051 +8613650506873	sales@chemdad.com	China	39916	58
Shanghai Yingrui Biopharma Co.,Ltd	21-33585366	export01@shyrchem.com	CHINA	1320	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	47465	58

Supplier	Advantage
Suzhou Chukai Pharma Tech Co.,Ltd	58
Hebei Mojin Biotechnology Co., Ltd	58
Shanghai Yingrui Biopharma Co., Ltd.	60
career henan chemical co	58
Jilin Chinese Academy of Sciences - Yanshen Technology Co., Ltd.	58
Hebei Guanlang Biotechnology Co., Ltd.	58
Xiamen AmoyChem Co., Ltd	58
Chongqing Chemdad Co., Ltd	58
Shanghai Yingrui Biopharma Co.,Ltd	58
CONIER CHEM AND PHARMA LIMITED	58

View Lastest Price from Sitafloxacin Sesquihydrate manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2023-06-20	Sitafloxacin 163253-35-8	US $0.00 / KG	1KG	99%	50000KG/month	Hebei Mojin Biotechnology Co., Ltd
2022-09-27	SITAFLOXACIN 163253-35-8	US $0.00-0.00 / kg	1kg	98%	1Ton	Henan Aochuang Chemical Co.,Ltd.
2021-09-29	Sitafloxacin 163253-35-8	US $0.00 / KG	1KG	99%min	100kg	WUHAN FORTUNA CHEMICAL CO., LTD

Sitafloxacin
163253-35-8
US $0.00 / KG
99%
Hebei Mojin Biotechnology Co., Ltd

SITAFLOXACIN
163253-35-8
US $0.00-0.00 / kg
98%
Henan Aochuang Chemical Co.,Ltd.

Sitafloxacin
163253-35-8
US $0.00 / KG
99%min
WUHAN FORTUNA CHEMICAL CO., LTD

Sitafloxacin Sesquihydrate Spectrum

SITAFLOXACIN(163253-35-8)¹HNMR

163253-35-8(Sitafloxacin Sesquihydrate)Related Search:

Sitafloxacin Sitafloxacin Impurity 12 Sitafloxacin RRS isomer tert-Butyl (S)-(5-benzyl-5-azaspiro[2.4]heptan-7-yl)carbamate 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

Sitafloxacin RSS isomer DU 6856 (1R,2S)-FLUOROCYCLOPROPYLAMINE TOSYLATE Citarfloxacin impurity B Sitafloxacin Isomer Impurity 4

Citarfloxacin impurity D Sitafloxacin Isomer Impurity 5 Clinafloxacin Sitafloxacin Sesquihydrate 3-Quinolinecarboxylic acid

1-(4-AMINO-3-CHLORO-PHENYL)-PROPAN-1-ONE 3-(3-CHLORO-5-FLUOROPHENYL)-1-PROPENE 2-fluoro-CyClopropanamine

1of4

Sitafloxacin Sesquihydrate 7-[(7S)-7-Amino-5-azaspiro[2.4]heptan-5-yl]-8-chloro-6-fluoro-1-[(1R,2S)-2-fluorocyclopropyl]-1,4-dihydro-4-oxoquinoline-3-carboxylic acid hydrate (2:3) Sitafloxacin 3-Quinolinecarboxylic acid, 7-((7S)-7-amino-5-azaspiro(24)hept-5-yl)-8-chloro-6-fluoro-1-((1R,2S)-2-fluorocyclopropyl)-1,4-dihydro-4-oxo-, hydrate (2:3) 3-Quinolinecarboxylic acid, 7-(7-amino-5-azaspiro(24)hept-5-yl)-8-chloro-6-fluoro-1-(2-fluorocyclopropyl)-1,4-dihydro-4-oxo-, hydrate (2:3), (1R-(1alpha(S*),2alpha))- Du 6859a Unii-9td681796g Sitafloxacin hydrate (2:3) 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-3-quinolinecarboxylic Acid Hydrate 7-(7-amino-5-azaspiro[2.4]heptan-5-yl)-8-chloro-6-fluoro-1-(2-fluorocyclopropyl)-4-oxo-3-quinolinecarboxylic acid hydrate DU 6859 DU 6859A; DU 6859; DU-6859; LS-184401 DU-6859 LS-184401 Sitafloxacin Impurity 24 sitafloxacin hydrate Impurity 24 7-[(4S)-4-amino-6-azaspiro[2.4]heptan-6-yl]-8-chloro-6-fluoro-1-[(2S)-2-fluorocyclopropyl]-4-oxo-quinoline-3-carboxylic acid hydrate 7-((S)-7-amino-5-azaspiro DU6859a hydrate 7-((S)-7-Amino-5-azaspiro[2.4]heptan-5-yl)-8-chloro-6-fluoro-1-((1R,2S)-2-fluorocyclopropyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid Sesquihydrate SITAFLOXACIN USP/EP/BP Sitafloxacin 1.5Hydrate (DU6859a) Sitafloxacin hydrate 7-((S)-7-amino-5-azaspiro[2.4]heptan-5-yl)-8-chloro-6-fluoro-1-((1R,2S)-2-fluorocyclopropyl)-4-oxo-1,4-dihydroquinoline-3-carboxylic acid hydrate 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 (2:3) (9CI, ACI) 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-3-Quinolinecarboxylic acid hydrate (2:3) (9CI ACI) 7-(7S)-7-Amino-5-azaspiro2.4hept-5-yl-8-chloro-6-fluoro-1-(1R,2S)-2-fluoro-cyclopropyl-1,4-dihydro-4-oxo-quinolin-3-carboxylic acid hydrate (2:3) SITAFLOXACIN Sitafloxacin Xitafloxacin 163253-35-8 C19H18ClF2N3O315H2O 2C19H18ClF2N3O33H2O C19H18ClF2N3O3H2O C19H18ClF2N3O332H2O C19H20ClF2N3O4 DU 6859A, DU 6859, DU-6859, LS-184401 Intermediates & Fine Chemicals Pharmaceuticals Inhibitors