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CAS 64-75-5

CAS 64-75-5

Chemistry

Chemistry

Also known as: 64-75-5, Tetracycline hcl, Achromycin hydrochloride, Bristacycline, Sustamycin, Tetracycline.hcl

Molecular Formula

C₂₂H₂₅ClN₂O₈

Molecular Weight

480.9 g/mol

InChI Key

YCIHPQHVWDULOY-FMZCEJRJSA-N

FDA UNII

P6R62377KV

A naphthacene antibiotic that inhibits AMINO ACYL TRNA binding during protein synthesis.

1 2D Structure

CAS 64-75-5

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(4S,4aS,5aS,6S,12aR)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride

2.1.2 InChI

InChI=1S/C22H24N2O8.ClH/c1-21(31)8-5-4-6-11(25)12(8)16(26)13-9(21)7-10-15(24(2)3)17(27)14(20(23)30)19(29)22(10,32)18(13)28;/h4-6,9-10,15,25-26,29,31-32H,7H2,1-3H3,(H2,23,30);1H/t9-,10-,15-,21+,22-;/m0./s1

2.1.3 InChI Key

YCIHPQHVWDULOY-FMZCEJRJSA-N

2.1.4 Canonical SMILES

CC1(C2CC3C(C(=O)C(=C(C3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.Cl

2.1.5 Isomeric SMILES

C[C@@]1([C@H]2C[C@H]3[C@@H](C(=O)C(=C([C@]3(C(=O)C2=C(C4=C1C=CC=C4O)O)O)O)C(=O)N)N(C)C)O.Cl

2.2 Other Identifiers

2.2.1 UNII

P6R62377KV

2.3 Synonyms

2.3.1 MeSH Synonyms

1. 4 Epitetracycline

2. 4-epitetracycline

3. Achromycin

4. Achromycin V

5. Hostacyclin

6. Sustamycin

7. Tetrabid

8. Tetracycline

9. Tetracycline Monohydrochloride

10. Topicycline

2.3.2 Depositor-Supplied Synonyms

1. 64-75-5

2. Tetracycline Hcl

3. Achromycin Hydrochloride

4. Bristacycline

5. Sustamycin

6. Tetracycline.hcl

7. Cyclopar

8. Sumycin

9. Tetracycline (hydrochloride)

10. Achromycin V

11. Neocycline B

12. Vetquamycin 324

13. Achromycin

14. Supramycin

15. Telotrex

16. Nci-c55561

17. Nsc-757338

18. Quatrex

19. P6r62377kv

20. Dumocyclin

21. (4s,4as,5as,6s,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamide Hydrochloride

22. 64-75-5 (hcl)

23. Dsstox_cid_1321

24. Dsstox_rid_76081

25. Dsstox_gsid_21321

26. (4s,4as,5as,6s,12as)-4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-2-naphthacenecarboxamide Monohydrochloride

27. Hostacycline

28. Mephacyclin

29. Quadracycline

30. Remicyclin

31. Stilciclina

32. Tetrabakat

33. Tetracompren

34. Tetralution

35. Tetramavan

36. Topicycline

37. Triphacyclin

38. Actisite

39. Artomycin

40. Diacycine

41. Partrex

42. Piracaps

43. Ricycline

44. Subamycin

45. Tefilin

46. Tetrabid

47. Tetrablet

48. Tetracaps

49. Tetrakap

50. Tetramed

51. Tetrosol

52. Paltet

53. Qidtet

54. Retet

55. Teline

56. Unicin

57. Tetra-wedel

58. Neocyclin B

59. Ro-cycline

60. Polyotic Ointment

61. Tetrasure

62. Tet-cy

63. Tetra-d

64. Vetquamycin-324

65. Cancycline-250

66. (4s,4as,5as,6s,12ar)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride

67. 2-naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride,(4s,4as,5as,6s,12as)-

68. Cefracycline Tablets

69. Tetracycline Chloride

70. Panmycin Hydrochloride

71. Sentry Av Ornacycline

72. T-250 Capsules

73. Tetracyn Hydrochloride

74. Tetraciclina Cloridrato

75. Ala Tet

76. Polycycline Hydrochloride

77. Chlorowodorku Tetracykliny

78. Mfcd00078142

79. Chlorhydrate De Tetracycline

80. Unii-p6r62377kv

81. Ccris 2351

82. Sr-01000000212

83. Sr-05000001723

84. (-)-tetrahcycline Hydrochloride

85. Tetracycline Hydrochloride [jan]

86. Tetraciclina Cloridrato [italian]

87. Chlorowodorku Tetracykliny [polish]

88. (4s,4as,5as,6s,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide;hydrochloride

89. Prestwick_434

90. Einecs 200-593-8

91. Bristacycline (tn)

92. Chlorhydrate De Tetracycline [french]

93. Tetracycline Hydrochloride [usp:jan]

94. Tetracycline Hydrochloride (internal Use)

95. Ai3-50120

96. Cas-64-75-5

97. Ncgc00016291-01

98. Tetracyclini Hydrochloridum

99. Ec 200-593-8

100. U-5965

101. Schembl34248

102. Spectrum1500566

103. Chembl454950

104. Dtxsid6021321

105. Nci-c55561;tetracycline Hcl

106. Tetracycline Hydrochloride, Powder

107. Hms1568k22

108. Hms1921c19

109. Pharmakon1600-01500566

110. Hy-b0474

111. Tox21_110355

112. Tox21_200516

113. Ccg-39267

114. Nsc757338

115. S2574

116. Akos015951263

117. Tox21_110355_1

118. Bcp9000227

119. Ks-1431

120. Nsc 757338

121. Tetracycline Hydrochloride (jp17/usp)

122. Tetracycline Hydrochloride [mi]

123. Ncgc00017323-08

124. Ncgc00180907-01

125. Ncgc00180907-02

126. Ncgc00258070-01

127. (4s,6s,12as,4as,5as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,1 1-dioxo-4,5,6,12a,4a,5a-hexahydronaphthacene-2-carboxamide, Chloride

128. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride, (4s,4as,5as,6s,12as)-

129. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride, (4s-(4alpha,4aalpha,5aalpha,6beta,12aalpha))-

130. Tetracycline Hydrochloride [mart.]

131. Tetracycline Hydrochloride [vandf]

132. Bcp0726000161

133. Tetracycline Hydrochloride [usp-rs]

134. Tetracycline Hydrochloride [who-dd]

135. Tetracycline Hydrochloride [who-ip]

136. Sw196293-4

137. D02122

138. D92606

139. Tetracycline Hydrochloride [green Book]

140. Tetracycline Hydrochloride [orange Book]

141. Tetracycline Hydrochloride [ep Monograph]

142. Apt T3x Component Tetracycline Tetracycline

143. Apt-t3x Component Tetracycline Tetracycline

144. Helidac Component Tetracycline Hydrochloride

145. Tetracycline Hydrochloride [usp Monograph]

146. Tetracyclini Hydrochloridum [who-ip Latin]

147. Sr-01000000212-4

148. Sr-05000001723-2

149. Q27286287

150. Tetracycline Hydrochloride 1000 Microg/ml In Ethanol

151. Tetracycline Hydrochloride Component Of Helidac

152. Tetracycline Tetracycline Component Of Apt T3x

153. Tetracycline Hydrochloride 100 Microg/ml In Acetonitrile

154. Tetracycline Hydrochloride, Meets Usp Testing Specifications

155. Tetracycline Hydrochloride, Vetranal(tm), Analytical Standard

156. Tetracycline Hydrochloride, >=95% (european Pharmacopoeia Hplc Assay)

157. Tetracycline Hydrochloride, British Pharmacopoeia (bp) Reference Standard

158. Tetracycline Hydrochloride, European Pharmacopoeia (ep) Reference Standard

159. Tetracycline Hydrochloride, Powder, Bioreagent, Suitable For Cell Culture

160. Tetracycline Hydrochloride, Pharmaceutical Secondary Standard; Certified Reference Material

161. Tetracycline Hydrochloride, United States Pharmacopeia (usp) Reference Standard

162. (4s,4as,5as,6s,12ar)-4-(dimethylamino)-1,6,10,11,12a-pentahydroxy-6-methyl-3,12-dioxo-3,4,4a,5,5a,6,12,12a-octahydrotetracene-2-carboxamide Hydrochloride

163. (4s,4as,5as,6s,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-1,4,4a,5,5a,6,11,12a-octahydrotetracene-2-carboxamidehydrochloride

164. (4s,4as,5as,6s,12as)-4-(dimethylamino)-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-4,4a,5,5a-tetrahydrotetracene-2-carboxamide Hydrochloride

165. (4s,4as,5as,6s,12as,z)-2-(amino(hydroxy)methylene)-4-(dimethylamino)-6,10,11,12a-tetrahydroxy-6-methyl-4a,5a,6,12a-tetrahydrotetracene-1,3,12(2h,4h,5h)-trione Hydrochloride

166. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Hydrochloride (1:1), (4s,4as,5as,6s,12as)-

167. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride, (4s-(4.alpha.,4a.alpha.,5a.alpha.,6.beta.,12a.alpha.))-

168. 2-naphthacenecarboxamide, 4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,6,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-, Monohydrochloride, (4s-(4alpha,4aalpha,5aalpha,6beta,12alpha))-

2.4 Create Date

2011-12-26

3 Chemical and Physical Properties

Molecular Formula	C₂₂H₂₅ClN₂O₈
Molecular Weight	480.9 g/mol
Hydrogen Bond Donor Count	7
Hydrogen Bond Acceptor Count	9
Rotatable Bond Count	2
Exact Mass	480.1299435 g/mol
Monoisotopic Mass	480.1299435 g/mol
Topological Polar Surface Area	182 Å²
Heavy Atom Count	33
Formal Charge	0
Complexity	971
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Anti-Bacterial Agents

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

Protein Synthesis Inhibitors

Compounds which inhibit the synthesis of proteins. They are usually ANTI-BACTERIAL AGENTS or toxins. Mechanism of the action of inhibition includes the interruption of peptide-chain elongation, the blocking the A site of ribosomes, the misreading of the genetic code or the prevention of the attachment of oligosaccharide side chains to glycoproteins. (See all compounds classified as Protein Synthesis Inhibitors.)

4.2 FDA Pharmacological Classification

4.2.1 Pharmacological Classes

Tetracyclines [CS]; Tetracycline-class Antimicrobial [EPC]