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Clindamycin Phosphate
Also known as: 24729-96-2, Cleocin phosphate, Clindamycin 2-phosphate, Clindets, Cleocin t, Clindagel
Molecular Formula
C18H34ClN2O8PS
Molecular Weight
505.0  g/mol
InChI Key
UFUVLHLTWXBHGZ-MGZQPHGTSA-N
FDA UNII
EH6D7113I8

Clindamycin Phosphate is the phosphate salt form of clindamycin, a semi-synthetic, chlorinated broad spectrum antibiotic produced by chemical modification of lincomycin. Clindamycin phosphate is used in topical preparations.
1 2D Structure

Clindamycin Phosphate

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
[(2R,3R,4S,5R,6R)-6-[(1S,2S)-2-chloro-1-[[(2S,4R)-1-methyl-4-propylpyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyloxan-3-yl] dihydrogen phosphate
2.1.2 InChI
InChI=1S/C18H34ClN2O8PS/c1-5-6-10-7-11(21(3)8-10)17(24)20-12(9(2)19)15-13(22)14(23)16(18(28-15)31-4)29-30(25,26)27/h9-16,18,22-23H,5-8H2,1-4H3,(H,20,24)(H2,25,26,27)/t9-,10+,11-,12+,13+,14-,15+,16+,18+/m0/s1
2.1.3 InChI Key
UFUVLHLTWXBHGZ-MGZQPHGTSA-N
2.1.4 Canonical SMILES
CCCC1CC(N(C1)C)C(=O)NC(C2C(C(C(C(O2)SC)OP(=O)(O)O)O)O)C(C)Cl
2.1.5 Isomeric SMILES
CCC[C@@H]1C[C@H](N(C1)C)C(=O)N[C@@H]([C@@H]2[C@@H]([C@@H]([C@H]([C@H](O2)SC)OP(=O)(O)O)O)O)[C@H](C)Cl
2.2 Other Identifiers
2.2.1 UNII
EH6D7113I8
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Cleocin Phosphate

2. Clindamycin-2-phosphate

3. Clindesse

4. Clindets

2.3.2 Depositor-Supplied Synonyms

1. 24729-96-2

2. Cleocin Phosphate

3. Clindamycin 2-phosphate

4. Clindets

5. Cleocin T

6. Clindagel

7. Clindesse

8. Evoclin

9. Clinda-derm

10. Dalacin P

11. Clindamycin-2-phosphate

12. Clindamycin 2-dihydrogen Phosphate

13. Clindamycin (phosphate)

14. Dalacin T

15. 7(s)-chloro-7-deoxylincomycin 2-phosphate

16. U 28508

17. U-28508

18. U-28,508

19. Eh6d7113i8

20. Nsc 618653

21. Nsc-618653

22. Dsstox_cid_28603

23. Dsstox_rid_82873

24. Dsstox_gsid_48677

25. [(2r,3r,4s,5r,6r)-6-[(1s,2s)-2-chloro-1-[[(2s,4r)-1-methyl-4-propylpyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyloxan-3-yl] Dihydrogen Phosphate

26. Clindamax

27. Evoclin (tn)

28. Dalacin-s (tn)

29. Clindamycin Injection

30. Cas-24729-96-2

31. Einecs 246-433-0

32. Clindamycin Phosphate Hydrate [jan]

33. Clindamycin Dihydrogenphosphat

34. Clinadac

35. Unii-eh6d7113i8

36. Clindamycin Phosphate Hydrate

37. Clindamycin Phosphate In Dextrose 5%

38. Clindamycin-2-dihydrogenphosphat

39. Ncgc00163494-01

40. Ncgc00166320-01

41. Clindamycin-phosphate

42. Clindac

43. Xaciato

44. Clindamycin Phosphate [usan:usp:jan]

45. Cleocin Phosphate In Dextrose 5% In Plastic Container

46. Clindamycin Phosphate In Dextrose 5% In Plastic Container

47. Schembl37148

48. Methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-l-2-pyrrolidinecarboxamido)-1-thio-l-threo-alpha-d-galacto-octopyranoside 2-(dihydrogen Phosphate)

49. Chembl3184512

50. Dtxsid1048677

51. Bdbm241975

52. Clindamycin (as Phosphate)

53. Clindamycin Phosphate (jp17/usp)

54. Clindamycin Phosphate [jan]

55. Hy-b1064

56. Zinc4102185

57. Clindamycin Phosphate [usan]

58. Tox21_113055

59. Tox21_113410

60. Clindamycin Phosphate (u-28508e)

61. Clindamycin Phosphate [vandf]

62. Mfcd11982855

63. S2048

64. Clindamycin Phosphate [mart.]

65. Akos008901431

66. Clindamycin Phosphate [usp-rs]

67. Clindamycin Phosphate [who-dd]

68. Clindamycin Phosphate [who-ip]

69. Ccg-269736

70. Clindamycin Phosphate System Suitability

71. Cs-4620

72. Ncgc00386379-01

73. As-12554

74. L-threo-alpha-d-galacto-octapyranoside, Methyl 7-chloro-6,7,8-trideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, 2-(dihydrogen Phosphate), (2s-trans)-

75. Methyl (2s-trans)-7-chloro-6,7,8-trideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-l-threo-alpha-d-galacto-octopyranoside, 2-(dihydrogen Phosphate)

76. Clindamycin Phosphate [orange Book]

77. Duac Component Clindamycin Phosphate

78. Clindamycin Phosphate [ep Monograph]

79. Clindamycin Phosphate For System Suitability

80. Ziana Component Clindamycin Phosphate

81. Acanya Component Clindamycin Phosphate

82. Clindamycin Phosphate [usp Monograph]

83. Clindamycini Phosphas [who-ip Latin]

84. Veltin Component Clindamycin Phosphate

85. Clindamycin Phosphate Component Of Duac

86. Benzaclin Component Clindamycin Phosphate

87. Clindamycin 2-dihydrogen Phosphate [mi]

88. Clindamycin Phosphate Component Of Ziana

89. D01073

90. Idp-126 Component Clindamycin Phosphate

91. Ab01566857_01

92. Clindamycin Phosphate Component Of Acanya

93. Clindamycin Phosphate Component Of Veltin

94. A817470

95. Clindamycin Phosphate Component Of Benzaclin

96. Sr-01000872581

97. Sr-01000872581-1

98. Brd-k27771035-001-02-5

99. Q27106184

100. Clindamycin Phosphate System Suitability [usp-rs]

101. (2r,3r,4s,5r,6r)-6-((1s,2s)-2-chloro-1-((2s,4r)-1-methyl-4-propylpyrrolidine-2-carboxamido)propyl)-4,5-dihydroxy-2-(methylthio)tetrahydro-2h-pyran-3-yl Dihydrogen Phosphate

102. (2r,3r,4s,5r,6r)-6-((1s,2s)-2-chloro-1-((2s,4r)-1-methyl-4-propylpyrrolidine-2-carboxamido)propyl)-4,5-dihydroxy-2-(methylthio)tetrahydro-2h-pyran-3-yldihydrogenphosphate

103. (2s-trans)-methyl 7-chloro-6,7,8-trideoxy-6-[[(1-methyl-4-propyl-2-pyrrolidinyl)carbonyl]amino]-1-thio-l-threo-.alpha.-d-galacto-octopyranoside 2-(dihydrogen Phosphate)

104. [(2r,3r,4s,5r,6r)-6-[(1s,2s)-2-chloro-1-[[(2s,4r)-1-methyl-4-propyl-pyrrolidine-2-carbonyl]amino]propyl]-4,5-dihydroxy-2-methylsulfanyl-tetrahydropyran-3-yl] Dihydrogen Phosphate

105. [(2r,4r,5r)-6-[(2s)-2-chloro-1-[[[(2s,4r)-1-methyl-4-propyl-2-pyrrolidinyl]-oxomethyl]amino]propyl]-4,5-dihydroxy-2-(methylthio)-3-oxanyl] Dihydrogen Phosphate

106. L-threo-.alpha.-d-galacto-octopyranoside, Methyl 7-chloro-6,7,8-trideoxy-6-((((2s,4r)-1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, 2-(dihydrogen Phosphate)

107. L-threo-.alpha.-d-galacto-octopyranoside, Methyl 7-chloro-6,7,8-trideoxy-6-(((1-methyl-4-propyl-2-pyrrolidinyl)carbonyl)amino)-1-thio-, 2-(dihydrogen Phosphate), (2s-trans)-

108. Methyl 7-chloro-6,7,8-trideoxy-6-(1-methyl-trans-4-propyl-l-2-pyrrolidinecarboxamido)-1-thio-l-threo-.alpha.-d-galacto-octopyranoside 2-(dihydrogen Phosphate)

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 505.0 g/mol
Molecular Formula C18H34ClN2O8PS
XLogP3-1.2
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count10
Rotatable Bond Count9
Exact Mass504.1462019 g/mol
Monoisotopic Mass504.1462019 g/mol
Topological Polar Surface Area174 Ų
Heavy Atom Count31
Formal Charge0
Complexity658
Isotope Atom Count0
Defined Atom Stereocenter Count9
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently Bonded Unit Count1
4 Drug and Medication Information
4.1 Drug Information
1 of 12  
Drug NameCleocin phosphate
Drug LabelCLEOCIN PHOSPHATE Sterile Solution in vials contains clindamycin phosphate, a water soluble ester of clindamycin and phosphoric acid. Each mL contains the equivalent of 150 mg clindamycin, 0.5 mg disodium edetate and 9.45 mg benzyl alcohol added as p...
Active IngredientClindamycin phosphate
Dosage FormInjectable
RouteInjection
Strengtheq 150mg base/ml
Market StatusPrescription
CompanyPharmacia And Upjohn

2 of 12  
Drug NameCleocin t
Active IngredientClindamycin phosphate
Dosage FormGel; Lotion; Solution
RouteTopical
Strengtheq 1% base
Market StatusPrescription
CompanyPharmacia And Upjohn

3 of 12  
Drug NameClindagel
Drug LabelClindagel (clindamycin phosphate gel) topical gel, 1%, a topical antibiotic, contains clindamycin phosphate, USP, at a concentration equivalent to 10 mg clindamycin per gram in a gel vehicle consisting of carbomer 941, methylparaben, polyethylene g...
Active IngredientClindamycin phosphate
Dosage FormGel
RouteTopical
Strengtheq 1% base
Market StatusPrescription
CompanyPrecision Dermat

4 of 12  
Drug NameClindamycin phosphate
PubMed HealthClindamycin (Injection)
Drug ClassesAntibiotic, Antimalarial
Drug LabelClindamycin Injection, USP, a water soluble ester of clindamycin and phosphoric acid, is a sterile solution for intramuscular or intravenous use.May contain sodium hydroxide and/or hydrochloric acid for pH adjustment. pH is 6.5 range 5.5to 7.0.Clin...
Active IngredientClindamycin phosphate
Dosage FormLotion; Gel; Swab; Injectable; Cream; Aerosol, foam; Solution
RouteTopical; Injection; Vaginal
Strengtheq 1% base; 1%; eq 150mg base/ml; eq 2% base
Market StatusPrescription
CompanyWockhardt; Sagent Strides; Bedford; Fougera Pharms; Fresenius Kabi Usa; Hospira; Hikma Maple; Versapharm; Perrigo Uk Finco; Perrigo New York; Taro Pharm Inds; Fougera; G And W Labs

5 of 12  
Drug NameClindesse
Drug LabelCLEOCIN T Topical Solution and CLEOCIN T Topical Lotion contain clindamycin phosphate, USP, at a concentration equivalent to 10 mg clindamycin per milliliter. CLEOCIN T Topical Gel contains clindamycin phosphate, USP, at a concentration equivalent to...
Active IngredientClindamycin phosphate
Dosage FormCream
RouteVaginal
Strengtheq 2% base
Market StatusPrescription
CompanyLumara Health

6 of 12  
Drug NameClindets
Drug LabelClindamycin phosphate, a lincosamide, is a water soluble ester of the semi-synthetic antibiotic produced by a 7(S)-chloro-substitution of the 7(R)-hydroxyl group of the parent antibiotic lincomycin. The chemical name for clindamycin phosphate is meth...
Active IngredientClindamycin phosphate
Dosage FormSwab
RouteTopical
Strengtheq 1% base
Market StatusPrescription
CompanyPerrigo

7 of 12  
Drug NameCleocin phosphate
Drug LabelCLEOCIN PHOSPHATE Sterile Solution in vials contains clindamycin phosphate, a water soluble ester of clindamycin and phosphoric acid. Each mL contains the equivalent of 150 mg clindamycin, 0.5 mg disodium edetate and 9.45 mg benzyl alcohol added as p...
Active IngredientClindamycin phosphate
Dosage FormInjectable
RouteInjection
Strengtheq 150mg base/ml
Market StatusPrescription
CompanyPharmacia And Upjohn

8 of 12  
Drug NameCleocin t
Active IngredientClindamycin phosphate
Dosage FormGel; Lotion; Solution
RouteTopical
Strengtheq 1% base
Market StatusPrescription
CompanyPharmacia And Upjohn

9 of 12  
Drug NameClindagel
Drug LabelClindagel (clindamycin phosphate gel) topical gel, 1%, a topical antibiotic, contains clindamycin phosphate, USP, at a concentration equivalent to 10 mg clindamycin per gram in a gel vehicle consisting of carbomer 941, methylparaben, polyethylene g...
Active IngredientClindamycin phosphate
Dosage FormGel
RouteTopical
Strengtheq 1% base
Market StatusPrescription
CompanyPrecision Dermat

10 of 12  
Drug NameClindamycin phosphate
PubMed HealthClindamycin (Injection)
Drug ClassesAntibiotic, Antimalarial
Drug LabelClindamycin Injection, USP, a water soluble ester of clindamycin and phosphoric acid, is a sterile solution for intramuscular or intravenous use.May contain sodium hydroxide and/or hydrochloric acid for pH adjustment. pH is 6.5 range 5.5to 7.0.Clin...
Active IngredientClindamycin phosphate
Dosage FormLotion; Gel; Swab; Injectable; Cream; Aerosol, foam; Solution
RouteTopical; Injection; Vaginal
Strengtheq 1% base; 1%; eq 150mg base/ml; eq 2% base
Market StatusPrescription
CompanyWockhardt; Sagent Strides; Bedford; Fougera Pharms; Fresenius Kabi Usa; Hospira; Hikma Maple; Versapharm; Perrigo Uk Finco; Perrigo New York; Taro Pharm Inds; Fougera; G And W Labs

11 of 12  
Drug NameClindesse
Drug LabelCLEOCIN T Topical Solution and CLEOCIN T Topical Lotion contain clindamycin phosphate, USP, at a concentration equivalent to 10 mg clindamycin per milliliter. CLEOCIN T Topical Gel contains clindamycin phosphate, USP, at a concentration equivalent to...
Active IngredientClindamycin phosphate
Dosage FormCream
RouteVaginal
Strengtheq 2% base
Market StatusPrescription
CompanyLumara Health

12 of 12  
Drug NameClindets
Drug LabelClindamycin phosphate, a lincosamide, is a water soluble ester of the semi-synthetic antibiotic produced by a 7(S)-chloro-substitution of the 7(R)-hydroxyl group of the parent antibiotic lincomycin. The chemical name for clindamycin phosphate is meth...
Active IngredientClindamycin phosphate
Dosage FormSwab
RouteTopical
Strengtheq 1% base
Market StatusPrescription
CompanyPerrigo

5 Pharmacology and Biochemistry
5.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

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


5.2 FDA Pharmacological Classification
5.2.1 Pharmacological Classes
Lincosamide Antibacterial [EPC]; Lincosamides [CS]; Neuromuscular Blockade [PE]; Decreased Sebaceous Gland Activity [PE]
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  • INJECTABLE;INJECTION - EQ 150MG BASE/ML
  • SOLUTION;TOPICAL - EQ 1% BASE **Federal Register determination that product was not discontinued or withdrawn for safety or effectiveness reasons**
  • GEL;TOPICAL - 5%;1.2%
  • GEL;TOPICAL - 5%;EQ 1% BASE
  • SUPPOSITORY;VAGINAL - 100MG
  • CREAM;VAGINAL - EQ 2% BASE
  • AEROSOL, FOAM;TOPICAL - 1%
  • GEL;TOPICAL - 1.2%;0.025%
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