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Chemistry

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Also known as: 110871-86-8, Zagam, At-4140, Ci-978, Spara, Ci 978
Molecular Formula
C19H22F2N4O3
Molecular Weight
392.4  g/mol
InChI Key
DZZWHBIBMUVIIW-DTORHVGOSA-N
FDA UNII
Q90AGA787L

Sparfloxacin
Sparfloxacin is a fluoroquinolone antibiotic that inhibits bacterial DNA gyrase, thereby inhibiting DNA replication and transcription. Sparfloxacin was withdrawn from the U.S. market due to a high incidence of phototoxicity.
1 2D Structure

Sparfloxacin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
5-amino-1-cyclopropyl-7-[(3R,5S)-3,5-dimethylpiperazin-1-yl]-6,8-difluoro-4-oxoquinoline-3-carboxylic acid
2.1.2 InChI
InChI=1S/C19H22F2N4O3/c1-8-5-24(6-9(2)23-8)17-13(20)15(22)12-16(14(17)21)25(10-3-4-10)7-11(18(12)26)19(27)28/h7-10,23H,3-6,22H2,1-2H3,(H,27,28)/t8-,9+
2.1.3 InChI Key
DZZWHBIBMUVIIW-DTORHVGOSA-N
2.1.4 Canonical SMILES
CC1CN(CC(N1)C)C2=C(C(=C3C(=C2F)N(C=C(C3=O)C(=O)O)C4CC4)N)F
2.1.5 Isomeric SMILES
C[C@@H]1CN(C[C@@H](N1)C)C2=C(C(=C3C(=C2F)N(C=C(C3=O)C(=O)O)C4CC4)N)F
2.2 Other Identifiers
2.2.1 UNII
Q90AGA787L
2.3 Synonyms
2.3.1 MeSH Synonyms

1. 5-amino-1-cyclopropyl-7-(cis-3,5-dimethyl-1-piperazinyl)- 6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid

2. At 4140

3. At-4140

4. Ci 978

5. Ci-978

6. Pd 131501

7. Pd-131501

8. Zagam

2.3.2 Depositor-Supplied Synonyms

1. 110871-86-8

2. Zagam

3. At-4140

4. Ci-978

5. Spara

6. Ci 978

7. Spfx

8. Pd 131501

9. Pd-131501

10. At 4140

11. 111542-93-9

12. Chebi:9212

13. 5-amino-1-cyclopropyl-7-((3s,5r)-3,5-dimethylpiperazin-1-yl)-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

14. 5-amino-1-cyclopropyl-7-(cis-3,5-dimethyl-1-piperazinyl)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid

15. 5-amino-1-cyclopropyl-7-[(3r,5s)-3,5-dimethylpiperazin-1-yl]-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

16. Q90aga787l

17. 5-amino-1-cyclopropyl-7-[(3r,5s)-3,5-dimethylpiperazin-1-yl]-6,8-difluoro-4-oxoquinoline-3-carboxylic Acid

18. Cis-5-amino-1-cyclopropyl-7-(3,5-dimethyl-1-piperazinyl)-6,8-difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid

19. Esparfloxacino

20. Sparfloxacine

21. Sparfloxacinum

22. Nsc-759641

23. Mfcd00869619

24. Dsstox_cid_3590

25. Dsstox_rid_77097

26. Dsstox_gsid_23590

27. 3-quinolinecarboxylic Acid, 5-amino-1-cyclopropyl-7-(3,5-dimethyl-1-piperazinyl)-6,8-difluoro-1,4-dihydro-4-oxo-, Cis-

28. 5-amino-1-cyclopropyl-7-((3r,5s)-3,5-dimethylpiperazin-1-yl)-6,8-difluoro-4-oxo-1,4-dihydroquinoline-3-carboxylic Acid

29. 5-amino-1-cyclopropyl-7-[(3s,5r)-3,5-dimethylpiperazin-1-yl]-6,8-difluoro-4-oxo-quinoline-3-carboxylic Acid

30. Sparfloxacine [inn-french]

31. Sparfloxacinum [inn-latin]

32. Drg-0143

33. Esparfloxacino [inn-spanish]

34. Parox

35. Cas-110871-86-8

36. Zagam (tn)

37. Cp 103826

38. Sr-05000001521

39. Brn 3658018

40. Unii-q90aga787l

41. Sparfloxacin & Ru 40555

42. Pd 1315-1

43. Sparfloxacin (jan/usan/inn)

44. Liposome-encapsulated Sparfloxacin

45. Sparfloxacin,(s)

46. Ncgc00159333-02

47. Sparfloxacin [usan:inn:ban:jan]

48. Sparfloxacinhydrochloride

49. Pd131501

50. Rp-64206

51. Cp-103826

52. Sparfloxacin [mi]

53. Sparfloxacin [inn]

54. Sparfloxacin [jan]

55. Chembl850

56. Epitope Id:119065

57. Sparfloxacin [usan]

58. Sparfloxacin [vandf]

59. Schembl41311

60. Sparfloxacin [mart.]

61. Mls000759417

62. Sparfloxacin [who-dd]

63. Dtxsid9023590

64. Gtpl10860

65. Ci978

66. Hms2090n19

67. Hms3715j13

68. Sparfloxacin [orange Book]

69. Zinc538362

70. Bcp23886

71. Hy-b0308

72. Rkl10082

73. Sparfloxacin, >=98.0% (hplc)

74. Tox21_111580

75. At4140

76. Bbl010957

77. Bdbm50366822

78. S1884

79. Stk802067

80. Akos005622503

81. Tox21_111580_1

82. Ccg-221166

83. Db01208

84. Ks-5009

85. Nsc 759641

86. Sparfloxacin 100 Microg/ml In Methanol

87. Ncgc00166294-01

88. Ncgc00166294-02

89. Ncgc00166294-03

90. 3-quinolinecarboxylic Acid, 1,4-dihydro-5-amino-1-cyclopropyl-6,8-difluoro-7-(3,5-dimethyl-1-piperazinyl)-4-oxo-, Cis-

91. Ac-11574

92. Smr000466312

93. S0896

94. Sw199632-2

95. C07662

96. D00590

97. S-6990

98. Ab00639950-02

99. Ab00639950_03

100. Sparfloxacin, Vetranal(tm), Analytical Standard

101. 871s868

102. A802376

103. A894831

104. Q976559

105. Sr-01000759357

106. Sparfloxacin, Antibiotic For Culture Media Use Only

107. Sr-01000759357-2

108. Sr-05000001521-1

109. Sr-05000001521-2

110. Brd-k07612980-001-07-9

111. 4-bromo-1-(tert-butyl)-3-methyl-1h-pyrazole-5-carboxylicacid

112. 5-amino-1-cyclopropyl-6,8-difluoro-7-(cis-3,5-dimethyl-1-piperazinyl)-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid

113. 5-amino-1-cyclopropyl-7-(cis-3,5-dimethyl)-6,8- Difluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic Acid & Ru 40555

114. 5-amino-1-cyclopropyl-7-(cis-3,5-dimethyl-1-piperazinyl)-6,8-difluoro-1,4-dihydro-4-oxoquinoline-3-carboxylic Acid

115. 5-amino-1-cyclopropyl-7-[(3r,5s)-3,5-dimethylpiperazin-1-yl]-6,8-difluoro-4-oxo-quinoline-3-carboxylic Acid

116. 5-amino-1-cyclopropyl-7-[(3s,5r)-3,5-dimethylpiperazin-1-yl]-6,8-difluoro-4-oxoquinoline-3-carboxylic Acid

117. 5-amino-1-cyclopropyl-7-[(3s,5r)-3,5-dimethylpiperazin-4-ium-1-yl]-6,8-difluoro-4-oxoquinoline-3-carboxylate

118. At-4140 Pound>>ci-978 Pound>>ci 978 Pound>>ci978 Pound>>at 4140 Pound>>at4140 Pound>>pd 131501 Pound>>pd131501 Pound>>pd-131501

2.4 Create Date
2004-09-16
3 Chemical and Physical Properties
Molecular Weight 392.4 g/mol
Molecular Formula C19H22F2N4O3
XLogP30.1
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count9
Rotatable Bond Count3
Exact Mass392.16599690 g/mol
Monoisotopic Mass392.16599690 g/mol
Topological Polar Surface Area98.9 Ų
Heavy Atom Count28
Formal Charge0
Complexity691
Isotope Atom Count0
Defined Atom Stereocenter Count2
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Indication

For the treatment of adults with the following infections caused by susceptible strains microorganisms: community-acquired pneumonia (caused by Chlamydia pneumoniae, Haemophilus influenzae, Haemophilus parainfluenzae, Moraxella catarrhalis, Mycoplasma pneumoniae, or Streptococcus pneumoniae) and acute bacterial exacerbations of chronic bronchitis (caused by Chlamydia pneumoniae, Enterobacter cloacae, Haemophilus influenzae, Haemophilus parainfluenzae, Klebsiella pneumoniae, Moraxella catarrhalis, Staphylococcus aureus, or Streptococcus pneumoniae).


FDA Label


5 Pharmacology and Biochemistry
5.1 Pharmacology

Sparfloxacin is a synthetic fluoroquinolone broad-spectrum antimicrobial agent in the same class as ofloxacin and norfloxacin. Sparfloxacin has in vitro activity against a wide range of gram-negative and gram-positive microorganisms. Sparfloxacin exerts its antibacterial activity by inhibiting DNA gyrase, a bacterial topoisomerase. DNA gyrase is an essential enzyme which controls DNA topology and assists in DNA replication, repair, deactivation, and transcription. Quinolones differ in chemical structure and mode of action from (beta)-lactam antibiotics. Quinolones may, therefore, be active against bacteria resistant to (beta)-lactam antibiotics. Although cross-resistance has been observed between sparfloxacin and other fluoroquinolones, some microorganisms resistant to other fluoroquinolones may be susceptible to sparfloxacin. In vitro tests show that the combination of sparfloxacin and rifampin is antagonistic against Staphylococcus aureus.


5.2 MeSH Pharmacological Classification

Antitubercular Agents

Drugs used in the treatment of tuberculosis. They are divided into two main classes: "first-line" agents, those with the greatest efficacy and acceptable degrees of toxicity used successfully in the great majority of cases; and "second-line" drugs used in drug-resistant cases or those in which some other patient-related condition has compromised the effectiveness of primary therapy. (See all compounds classified as Antitubercular 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.)


5.3 ATC Code

J - Antiinfectives for systemic use

J01 - Antibacterials for systemic use

J01M - Quinolone antibacterials

J01MA - Fluoroquinolones

J01MA09 - Sparfloxacin


5.4 Absorption, Distribution and Excretion

Absorption

Well absorbed following oral administration with an absolute oral bioavailability of 92%. Unaffected by administration with milk or food, however concurrent administration of antacids containing magnesium hydroxide and aluminum hydroxide reduces the oral bioavailability of sparfloxacin by as much as 50%.


5.5 Metabolism/Metabolites

Hepatic. Metabolized primarily by phase II glucuronidation to form a glucuronide conjugate. Metabolism does not utilize or interfere with the cytochrome P450 enzyme system.


5.6 Biological Half-Life

Mean terminal elimination half-life of 20 hours (range 16-30 hours). Prolonged in patients with renal impairment (creatinine clearance <50 mL/min).


5.7 Mechanism of Action

The bactericidal action of sparfloxacin results from inhibition of the enzymes topoisomerase II (DNA gyrase) and topoisomerase IV, which are required for bacterial DNA replication, transcription, repair, and recombination.


Listed Suppliers

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AAPS National Biotech
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AAPS National Biotech
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Sparfloxacin

About the Company : We are into manufacturing of bulk drug Intermediates and Active Pharmaceutical Ingredients (API). Our core competence is contract manufacturing for our clients who are looking for ...

We are into manufacturing of bulk drug Intermediates and Active Pharmaceutical Ingredients (API). Our core competence is contract manufacturing for our clients who are looking for manufacturers committed to quality and delivery with focus on cost reduction of products. We have recently developed many intermediates and APIs in-house to cater to existing and new customers. Our commitment to quality and customer delight has been a key strength contributing to our growth and success. Our research and development division constantly strives to improve existing processes for cost reduction, develop new intermediates etc.
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02

AAPS National Biotech
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Sparfloxacin

About the Company : Integrin Life Sciences Pvt. Ltd. is one of the growing pharmaceutical API, advanced chemical intermediates manufacturing companies in India. Our Plant is Located in Jaggaiahpet API...

Integrin Life Sciences Pvt. Ltd. is one of the growing pharmaceutical API, advanced chemical intermediates manufacturing companies in India. Our Plant is Located in Jaggaiahpet APIIC Industrial Estate, Krishna District, Near the National highway from Hyderabad to Vijayawada, from Hyderabad Airport to 200 km. Integrin is Managed by young entrepreneurs having vast experience in various fields like R & D, production, and marketing of active pharmaceutical ingredients. Integrin life sciences in multi Therapeutic SegmentsLike AntiUlcer, AntiPsychotics, Anti Histamines Anti Fungal and AntiDepressants.
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03

AAPS National Biotech
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Sparfloxacin

About the Company : Public health is always an imperative that implies immense responsibility, not a mere re-adjustable option. As a company operating under world’s second largest industry of Pharma...

Public health is always an imperative that implies immense responsibility, not a mere re-adjustable option. As a company operating under world’s second largest industry of Pharmaceuticals, Nishchem International Pvt. Ltd. (NIPL) stands on the virtue of revolutionizing the ends, as well as the means to safe and secure health. Medicinal drugs have always held an important place in the sphere of healing and treatment, with their applications ranging from diagnosis, treatment and cure right up to prophylaxis.
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AAPS National Biotech
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AAPS National Biotech
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Sparfloxacinhydrochloride

About the Company : Pharma Noble Chem Ltd, a subsidiary of Noble Group, is a leading manufacturer of APIs, API intermediates, and specialty chemicals. Committed to quality and innovation, we offer hig...

Pharma Noble Chem Ltd, a subsidiary of Noble Group, is a leading manufacturer of APIs, API intermediates, and specialty chemicals. Committed to quality and innovation, we offer high-quality products and reliable CRAMS for the pharmaceutical industry. Founded in 1984 by Mohammed Akhtar, Noble Group has expanded globally, with a strong presence in India, Saudi Arabia, UAE, Oman, China, Singapore, Myanmar, Laos, Azerbaijan, and Qatar. Our reputation is built on excellence, innovation, and impact across multiple sectors worldwide.
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AAPS National Biotech
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AAPS National Biotech
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Sparfloxacin

About the Company : Rakshit is an integrated API manufacturing company. Established in 2000. Today Rakshit has emerged a dependable and strong manufacturer of key APIs & intermediates for global marke...

Rakshit is an integrated API manufacturing company. Established in 2000. Today Rakshit has emerged a dependable and strong manufacturer of key APIs & intermediates for global markets. Focusing on its activities in R&D as well as building up newer facilities/ capacities to catch up with increasing demand year after year. Rakshit group has 4 cGMP compliance Manufacturing Facilities spread over Andhra Pradesh & Telangana states of India. Supplying its products to all over the globe from US, Europe, Japan, Asia & to Latin America. Rakshit facilities are approved by the regulatory authorities like, USFDA, Japan PMDA, Korea-MFDS, CDSCO-India.
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AAPS National Biotech
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Sparfloxacin

About the Company : Synergene Active Ingredients Pvt.Ltd was incorporated in 2006 and commercial operations began in the same year. The Company is a manufacturer and supplier of Active Pharmaceuticals...

Synergene Active Ingredients Pvt.Ltd was incorporated in 2006 and commercial operations began in the same year. The Company is a manufacturer and supplier of Active Pharmaceuticals Ingredients (API'S) for wide range of therapeutic categories. Therapeutic segments of focus are Anti Fungals, Anti Depressants, and Anti Hypertensive. Synergene manufacturing facilities are cGMP compliant meeting global standards in terms of infrastructure and systems. The company has two manufacturing facilities located at Hyderabad & Vishakhapatnam manufacturing Active Pharmaceutical Ingredients and Intermediates.
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Looking for 110871-86-8 / Sparfloxacin API manufacturers, exporters & distributors?

Sparfloxacin manufacturers, exporters & distributors 1

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PharmaCompass offers a list of Sparfloxacin API manufacturers, exporters & distributors, which can be sorted by GMP, USDMF, JDMF, KDMF, CEP (COS), WC, Price,and more, enabling you to easily find the right Sparfloxacin manufacturer or Sparfloxacin supplier for your needs.

Send us enquiries for free, and we will assist you in establishing a direct connection with your preferred Sparfloxacin manufacturer or Sparfloxacin supplier.

PharmaCompass also assists you with knowing the Sparfloxacin API Price utilized in the formulation of products. Sparfloxacin API Price is not always fixed or binding as the Sparfloxacin Price is obtained through a variety of data sources. The Sparfloxacin Price can also vary due to multiple factors, including market conditions, regulatory modifications, or negotiated pricing deals.

API | Excipient name

Sparfloxacin

Synonyms

110871-86-8, Zagam, At-4140, Ci-978, Spara, Ci 978

Cas Number

110871-86-8

Unique Ingredient Identifier (UNII)

Q90AGA787L

About Sparfloxacin

Sparfloxacin is a fluoroquinolone antibiotic that inhibits bacterial DNA gyrase, thereby inhibiting DNA replication and transcription. Sparfloxacin was withdrawn from the U.S. market due to a high incidence of phototoxicity.

Zagam Manufacturers

A Zagam manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Zagam, including repackagers and relabelers. The FDA regulates Zagam manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Zagam API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

click here to find a list of Zagam manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

Zagam Suppliers

A Zagam supplier is an individual or a company that provides Zagam active pharmaceutical ingredient (API) or Zagam finished formulations upon request. The Zagam suppliers may include Zagam API manufacturers, exporters, distributors and traders.

click here to find a list of Zagam suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

Zagam USDMF

A Zagam DMF (Drug Master File) is a document detailing the whole manufacturing process of Zagam active pharmaceutical ingredient (API) in detail. Different forms of Zagam DMFs exist exist since differing nations have different regulations, such as Zagam USDMF, ASMF (EDMF), JDMF, CDMF, etc.

A Zagam DMF submitted to regulatory agencies in the US is known as a USDMF. Zagam USDMF includes data on Zagam's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Zagam USDMF is kept confidential to protect the manufacturer’s intellectual property.

click here to find a list of Zagam suppliers with USDMF on PharmaCompass.

Zagam GMP

Zagam Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

PharmaCompass offers a list of Zagam GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Zagam GMP manufacturer or Zagam GMP API supplier for your needs.

Zagam CoA

A Zagam CoA (Certificate of Analysis) is a formal document that attests to Zagam's compliance with Zagam specifications and serves as a tool for batch-level quality control.

Zagam CoA mostly includes findings from lab analyses of a specific batch. For each Zagam CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

Zagam may be tested according to a variety of international standards, such as European Pharmacopoeia (Zagam EP), Zagam JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Zagam USP).

Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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