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Synopsis

Synopsis

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Chemistry

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Also known as: Ciclacillin, Vastcillin, Ciclacillum, Bastcillin, 3485-14-1, Cyclapen
Molecular Formula
C15H23N3O4S
Molecular Weight
341.4  g/mol
InChI Key
HGBLNBBNRORJKI-WCABBAIRSA-N
FDA UNII
72ZJ154X86

Cyclacillin
A cyclohexylamido analog of PENICILLANIC ACID.
1 2D Structure

Cyclacillin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2S,5R,6R)-6-[(1-aminocyclohexanecarbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic acid
2.1.2 InChI
InChI=1S/C15H23N3O4S/c1-14(2)9(12(20)21)18-10(19)8(11(18)23-14)17-13(22)15(16)6-4-3-5-7-15/h8-9,11H,3-7,16H2,1-2H3,(H,17,22)(H,20,21)/t8-,9+,11-/m1/s1
2.1.3 InChI Key
HGBLNBBNRORJKI-WCABBAIRSA-N
2.1.4 Canonical SMILES
CC1(C(N2C(S1)C(C2=O)NC(=O)C3(CCCCC3)N)C(=O)O)C
2.1.5 Isomeric SMILES
CC1([C@@H](N2[C@H](S1)[C@@H](C2=O)NC(=O)C3(CCCCC3)N)C(=O)O)C
2.2 Other Identifiers
2.2.1 UNII
72ZJ154X86
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Aminocyclohexylpenicillin

2. Ciclacillin

3. Wy 4508

4. Wy-4508

5. Wy4508

2.3.2 Depositor-Supplied Synonyms

1. Ciclacillin

2. Vastcillin

3. Ciclacillum

4. Bastcillin

5. 3485-14-1

6. Cyclapen

7. Aminocyclohexylpenicillin

8. Citosarin

9. Syngacillin

10. Ultracillin

11. Calthor

12. Vipicil

13. Wyvital

14. Cyclapen-w

15. Orfilina

16. Ciclacilline

17. Ciclacillinum

18. (1-aminocyclohexyl)penicillin

19. Ciclacilina

20. Ciclacilina [inn-spanish]

21. Ciclacilline [inn-french]

22. Ciclacillinum [inn-latin]

23. 6-(1-aminocyclohexanecarboxamido)penicillanic Acid

24. Aminocyclohexyl Penicillin

25. Wy-4508

26. Cyclacillin [usan]

27. 6-(1-aminocyclohexylcarboxamido)penicillanic Acid

28. Wy 4508

29. Ac 98

30. Penicillin, (aminocyclohexyl)-

31. Ciclacillin [inn]

32. Cyclacillin (usan)

33. (2s,5r,6r)-6-[(1-aminocyclohexanecarbonyl)amino]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

34. Nsc88789

35. Nsc-88789

36. (2s,5r,6r)-6-{[(1-aminocyclohexyl)carbonyl]amino}-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

37. Noblicil

38. Peamezin

39. Chebi:31444

40. 72zj154x86

41. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(((1-aminocyclohexyl)carbonyl)amino)-3,3-dimethyl-7-oxo-, (2s-(2alpha,5alpha,6beta))-

42. 6-(1-aminocyclohexanecarboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid

43. Ncgc00016629-01

44. Cas-3485-14-1

45. 4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylicacid, 6-[[(1-aminocyclohexyl)carbonyl]amino]-3,3-dimethyl-7-oxo-, (2s,5r,6r)-

46. Ac-pc

47. Vastcillin (tn)

48. 6-(1-aminocyclohexanecarboxamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

49. Cyclapen-w (tn)

50. Mls002694856

51. Einecs 222-470-8

52. Nsc 88789

53. Wy4508

54. Cyclacillin [usan:usp]

55. Brn 0938663

56. Unii-72zj154x86

57. Cyclacillin [mi]

58. Prestwick0_001120

59. Prestwick1_001120

60. Prestwick2_001120

61. Prestwick3_001120

62. Ciclacillin [jan]

63. Dsstox_cid_2861

64. Ciclacillin (jp17/inn)

65. Cyclacillin [vandf]

66. Ciclacillin [mart.]

67. Dsstox_rid_76762

68. C-12104

69. Dsstox_gsid_22861

70. Schembl33900

71. Bspbio_001260

72. Ciclacillin [who-dd]

73. Spbio_003120

74. Bpbio1_001385

75. Gtpl4817

76. Chembl1200356

77. Dtxsid9022861

78. Cyclacillin [orange Book]

79. Hms1571o22

80. Zinc3830609

81. Tox21_110534

82. Bdbm50350474

83. 6beta-(1-aminocyclohexanecarboxamido)-2,2-dimethylpenam-3alpha-carboxylic Acid

84. Db01000

85. Ncgc00179238-01

86. (2s,5r,6r)-6-(1-aminocyclohexaneamido)-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

87. 4-thia-1-azabicyclo(3.2.0)heptane-2-carboxylic Acid, 6-(1-aminocyclohexanecarboxamido)-3,3-dimethyl-7-oxo-

88. Hy-16158

89. Nci60_041965

90. Ab00514059

91. Cs-0006169

92. D01334

93. Q5119441

94. Brd-k89046952-001-03-4

95. Wln: T45 Anv Estj F1 F1 Gvq Cmv- Al6tj Az

96. (2s,5r,6r)-6-[(1-aminocyclohexane)amido]-3,3-dimethyl-7-oxo-4-thia-1-azabicyclo[3.2.0]heptane-2-carboxylic Acid

2.4 Create Date
2005-03-26
3 Chemical and Physical Properties
Molecular Weight 341.4 g/mol
Molecular Formula C15H23N3O4S
XLogP31.3
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count6
Rotatable Bond Count3
Exact Mass341.14092740 g/mol
Monoisotopic Mass341.14092740 g/mol
Topological Polar Surface Area138 Ų
Heavy Atom Count23
Formal Charge0
Complexity559
Isotope Atom Count0
Defined Atom Stereocenter Count3
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 bacterial infections caused by susceptible organisms.


5 Pharmacology and Biochemistry
5.1 Pharmacology

Cyclacillin, a penicillin, is a cyclohexylamido analog of penicillanic acid. Cyclacillin is more resistant to beta-lactamase hydrolysis than ampicillin, is much better absorbed when given by mouth and, as a result, the levels reached in the blood and in the urine are considerably higher than those obtained with the same dose of ampicillin. Cyclacillin has been replaced by newer penicillin treatments.


5.2 MeSH Pharmacological Classification

Anti-Bacterial Agents

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


5.3 Absorption, Distribution and Excretion

Absorption

Moderately absorbed.


5.4 Mechanism of Action

The bactericidal activity of cyclacillin results from the inhibition of cell wall synthesis via affinity for penicillin-binding proteins (PBPs). Cyclacillin is stable in the presence of a variety of b-lactamases, including penicillinases and some cephalosporinases.


ABOUT THIS PAGE

Cyclacillin Manufacturers

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

Cyclacillin Suppliers

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

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

Cyclacillin USDMF

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

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

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

Cyclacillin GMP

Cyclacillin 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 Cyclacillin 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 Cyclacillin GMP manufacturer or Cyclacillin GMP API supplier for your needs.

Cyclacillin CoA

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

Cyclacillin CoA mostly includes findings from lab analyses of a specific batch. For each Cyclacillin 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.

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