All Manufacturers, Suppliers, Distributors and Exporters of Azithromycin with approved in Europe Marketing Authorisations (MA) of Finished Dosage Form listed on PharmaCompass.com

PharmaCompass

Chemistry

Click the arrow to open the dropdown
read-moreClick the button for full data set
Also known as: Zithromax, 83905-01-5, Sumamed, Hemomycin, Azasite, Zitromax
Molecular Formula
C38H72N2O12
Molecular Weight
749.0  g/mol
InChI Key
MQTOSJVFKKJCRP-BICOPXKESA-N
FDA UNII
J2KLZ20U1M

Azithromycin
A semi-synthetic macrolide antibiotic structurally related to ERYTHROMYCIN. It has been used in the treatment of Mycobacterium avium intracellulare infections, toxoplasmosis, and cryptosporidiosis.
Azithromycin anhydrous is a Macrolide Antimicrobial.
1 2D Structure

Azithromycin

2 Identification
2.1 Computed Descriptors
2.1.1 IUPAC Name
(2R,3S,4R,5R,8R,10R,11R,12S,13S,14R)-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one
2.1.2 InChI
InChI=1S/C38H72N2O12/c1-15-27-38(10,46)31(42)24(6)40(13)19-20(2)17-36(8,45)33(52-35-29(41)26(39(11)12)16-21(3)48-35)22(4)30(23(5)34(44)50-27)51-28-18-37(9,47-14)32(43)25(7)49-28/h20-33,35,41-43,45-46H,15-19H2,1-14H3/t20-,21-,22+,23-,24-,25+,26+,27-,28+,29-,30+,31-,32+,33-,35+,36-,37-,38-/m1/s1
2.1.3 InChI Key
MQTOSJVFKKJCRP-BICOPXKESA-N
2.1.4 Canonical SMILES
CCC1C(C(C(N(CC(CC(C(C(C(C(C(=O)O1)C)OC2CC(C(C(O2)C)O)(C)OC)C)OC3C(C(CC(O3)C)N(C)C)O)(C)O)C)C)C)O)(C)O
2.1.5 Isomeric SMILES
CC[C@@H]1[C@@]([C@@H]([C@H](N(C[C@@H](C[C@@]([C@@H]([C@H]([C@@H]([C@H](C(=O)O1)C)O[C@H]2C[C@@]([C@H]([C@@H](O2)C)O)(C)OC)C)O[C@H]3[C@@H]([C@H](C[C@H](O3)C)N(C)C)O)(C)O)C)C)C)O)(C)O
2.2 Other Identifiers
2.2.1 UNII
J2KLZ20U1M
2.3 Synonyms
2.3.1 MeSH Synonyms

1. Azadose

2. Azithromycin Dihydrate

3. Azithromycin Monohydrate

4. Azitrocin

5. Azythromycin

6. Cp 62993

7. Cp-62993

8. Cp62993

9. Dihydrate, Azithromycin

10. Goxal

11. Monohydrate, Azithromycin

12. Sumamed

13. Toraseptol

14. Ultreon

15. Vinzam

16. Zentavion

17. Zithromax

18. Zitromax

2.3.2 Depositor-Supplied Synonyms

1. Zithromax

2. 83905-01-5

3. Sumamed

4. Hemomycin

5. Azasite

6. Zitromax

7. Zmax

8. Azithromycine

9. Azithromycinum

10. Azenil

11. Aziromycin

12. Zithromac

13. Azithromycine [french]

14. Azithromycinum [latin]

15. Azithromycin Dihydrate

16. Cp 62993

17. Cp-62993

18. Azitromax

19. Misultina

20. Tromix

21. Azithromycin Anhydrous

22. Azithrocin

23. Aruzilina

24. Macrozit

25. Trozocina

26. Xithrone

27. Zythromax

28. Aziwin

29. Durasite

30. Xz-450

31. Toraseptol

32. Anhydrous Azithromycin

33. 9-deoxo-9a-aza-9a-methyl-9a-homoerythromycin A

34. J2klz20u1m

35. Chebi:2955

36. (2r,3s,4r,5r,8r,10r,11r,12s,13s,14r)-11-(((2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2h-pyran-2-yl)oxy)-2-ethyl-3,4,10-trihydroxy-13-(((2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2h-pyran-2-yl)oxy)-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

37. Azitrocin

38. Xz 405

39. Xz 450

40. Nsc-758625

41. (2r,3s,4r,5r,8r,10r,11r,12s,13s,14r)-11-[(2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

42. Ncgc00090753-01

43. Aritromicina

44. Mixoterin

45. Zithrax

46. Zitrotek

47. Aziwok

48. Aztrin

49. Setron

50. Zitrim

51. Tobil

52. Zifin

53. Cp-62,993

54. Zeto

55. Zmas

56. Zithromax Iv

57. Dsstox_cid_10760

58. Dsstox_rid_78858

59. Dsstox_gsid_30760

60. (2r,3s,4r,5r,8r,10r,11r,12s,13s,14r)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)-beta-d-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-c-methyl-3-o-methyl-alpha-l-ribo-hexopyranoside

61. Z-pak

62. C38h72n2o12

63. Aritromicina [spanish]

64. Azitromicine

65. Azithromycin (as Dihydrate)

66. Trulimax

67. Zentavion

68. Drg-0104

69. (2r,3s,4r,5r,8r,10r,11r,12s,13s,14r)-11-{[(2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy}-2-ethyl-3,4,10-trihydroxy-13-{[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy}-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

70. 13-[(2,6-dideoxy-3-c-methyl-3-o-methyl-?-l-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-?-d-xylo-hexopyranosyl]oxy]-1-oxa-6-azacyclopentadecan-15-one

71. Azm

72. Smr000471864

73. Zit

74. Azithromycin (zithromax)

75. Cas-83905-01-5

76. Ccris 1961

77. Azithromycin [inn]

78. Hsdb 7205

79. Z-pak (azithromycin)

80. Azithromycin (anhydrous)

81. Sr-05000002067

82. Azithromycin, Antibiotic For Culture Media Use Only

83. Unii-j2klz20u1m

84. Brn 5387583

85. Azithramycine

86. Azitromicina

87. Zithromycin

88. Azifast

89. Azigram

90. Azimakrol

91. Azitromin

92. Azyter

93. Azithromycin [usan:inn:ban]

94. Nsc643732

95. Azithromycin (aids Initiative)

96. Azithromycin,(s)

97. Zmax Sr

98. (2r,3s,4r,5r,8r,10r,11r,12s,13s,14r)-11-[(2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,6

99. (2r,3s,4r,5r,8r,10r,11r,12s,13s,14r)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-15-oxo-11-{[3,4,6-trideoxy-3-(dimethylamino)-b-d-xylo-hexopyranosyl]oxy}-1-oxa-6-azacyclopentadecan-13-yl 2,6-dideoxy-3-c-methyl-3-o-methyl-a-l-ribo-hexopyranoside

100. Zitromax Avium 600

101. Azitromicina [spanish]

102. Spectrum_000307

103. Azithromycin, Unspecified

104. Dch3

105. Spectrum2_001582

106. Spectrum3_000653

107. Spectrum4_000186

108. Spectrum5_001867

109. Azithromycin [mi]

110. Chembl529

111. Azithromycin [hsdb]

112. Ec 617-500-5

113. Schembl23481

114. Bspbio_002285

115. Kbiogr_000731

116. Kbioss_000787

117. (2r,3s,4r,5r,8r,10r,11r,12s,13s,14r)-13-((2,6-dideoxy-3-c-methyl-3-o-methyl-alpha-l-ribo-hexopyranosyl)oxy)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-((3,4,6-trideoxy-3-(dimethylamino)-beta-d-xylo-hexopyranosyl)oxy)-1-oxa-6-azacyclopentadecan-15-one

118. 1-oxa-6-azacyclopentadecan-15-one, 13-((2,6-dideoxy-3-c-methyl-3-o-methyl-alpha-l-ribo-hexopyranosyl)oxy)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-((3,4,6-trideoxy-3-(dimethylamino)-beta-d-xylo-hexopyranosyl)oxy)-, (2r-(2r*,3s*,4r*,5r*,8r*,10r*,11r*,12s*,13s*,14r*))-

119. Mls001055353

120. Mls001066331

121. Mls001201763

122. Mls001304005

123. Mls001332499

124. Mls001332500

125. Azithromycin [who-dd]

126. Azithromycin, Unspecified Form

127. Bidd:gt0792

128. Divk1c_000233

129. Spectrum1503679

130. N-methyl-11-aza-10-deoxo-10-dihydroerythromycin A

131. Spbio_001544

132. Gtpl6510

133. Dtxsid8030760

134. Azithromycin, Analytical Standard

135. Hms500l15

136. Kbio1_000233

137. Kbio2_000787

138. Kbio2_003355

139. Kbio2_005923

140. Kbio3_001505

141. Ninds_000233

142. Hms1922g12

143. Hms2094m11

144. Hms2232m10

145. Hms3259d10

146. Act03224

147. Azithromycin [usp Monograph]

148. Tox21_111008

149. Tox21_201011

150. Bdbm50373918

151. Ccg-39360

152. Mfcd00873574

153. Zinc85537026

154. Akos015895044

155. Db00207

156. Nc00712

157. Nsc 758625

158. Azithromycin 100 Microg/ml In Methanol

159. Idi1_000233

160. Ncgc00090753-02

161. Ncgc00090753-03

162. Ncgc00090753-04

163. Ncgc00090753-06

164. Ncgc00258564-01

165. Ac-16014

166. Cp62,993

167. Hy-17506

168. Sbi-0206706.p001

169. Cp-62993-3

170. A-9940

171. A-9941

172. N46072

173. Ab00698251-10

174. Ab00698251_11

175. 905a015

176. A905251

177. Q165399

178. Sr-05000002067-1

179. Sr-05000002067-2

180. Brd-k74501079-001-18-1

181. Z1563146014

182. Azithromycin, European Pharmacopoeia (ep) Reference Standard

183. Azithromycin Identity, United States Pharmacopeia (usp) Reference Standard

184. (2r,3s,4r,5r,8r,10r,11r,12s,13s,14r)-11-((2s,3r,4s,6r)-

185. Azithromycin For Peak Identification, European Pharmacopoeia (ep) Reference Standard

186. Azithromycin For System Suitability, European Pharmacopoeia (ep) Reference Standard

187. (2r,3s,4r,5r,8r,10r,11r,12s,13s,14r)-11-((2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyltetrahydro-2h-pyran-2-yloxy)-2-ethyl-3,4,10-trihydroxy-13-((2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyltetrahydro-2h-pyran-2-yloxy)-3,5,6,8,10,12,14-heptamethy...

188. (2r,3s,4r,5r,8r,10r,11r,12s,13s,14r)-11-[(2s,3r,4s,6r)-4-(dimethylamino)-3-hydroxy-6-methyl-tetrahydropyran-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyl-tetrahydropyran-2-yl]oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

189. (2r,3s,4r,5r,8r,10r,11r,12s,13s,14r)-11-[(2s,3r,4s,6r)-4-dimethylamino-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-3,4,10-trihydroxy-13-[(2r,4r,5s,6s)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-3,5,6,8,10,12,14-heptamethyl-1-oxa-6-azacyclopentadecan-15-one

190. (2r,3s,4r,5r,8r,10r,11r,12s,13s,14r)13-((2,6-dideoxy-3-c-methyl-3-o-methyl-alpha-l-ribo-hexopyranosyl)oxy)-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-((3,4,6-trideoxy-3-(dimethylamino)-beta-d-xylo-hexopyranosyl)oxy)-1-oxa-6-azacyclopentadecan-15-one

191. [2r-(2r*,3s*,4r*,5r*,8r*,10r*,11r*,12s*,13s*,14r*)]-13-[(2,6-dideoxy-3-c-methyl-3-o-methyl-.alpha.-l-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-

192. 13-[(2,6-dideoxy-3-c-methyl-3-o-methyl-alpha-l-ribo-hexopyranosyl)oxy]-2-ethyl-3,4,10-trihydroxy-3,5,6,8,10,12,14-heptamethyl-11-[[3,4,6-trideoxy-3-(dimethylamino)-beta-d-xylo-hexopyranosyl]oxy]-1-oxa-6-azacyclopentadecan-15-one

2.4 Create Date
2005-06-24
3 Chemical and Physical Properties
Molecular Weight 749.0 g/mol
Molecular Formula C38H72N2O12
XLogP34
Hydrogen Bond Donor Count5
Hydrogen Bond Acceptor Count14
Rotatable Bond Count7
Exact Mass748.50852574 g/mol
Monoisotopic Mass748.50852574 g/mol
Topological Polar Surface Area180 Ų
Heavy Atom Count52
Formal Charge0
Complexity1150
Isotope Atom Count0
Defined Atom Stereocenter Count18
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 8  
Drug NameAzasite
Drug LabelAzaSite (azithromycin ophthalmic solution) is a 1% sterile aqueous topical ophthalmic solution of azithromycin formulated in DuraSite (polycarbophil, edetate disodium, sodium chloride). AzaSite is an off-white, viscous liquid with an osmolality of...
Active IngredientAzithromycin
Dosage FormSolution/drops
RouteOphthalmic
Strength1%
Market StatusPrescription
CompanyOak Pharms Akorn

2 of 8  
Drug NameAzithromycin
PubMed HealthAzithromycin (Into the eye)
Drug ClassesAntibiotic
Drug LabelAzithromycin tablets and azithromycin for oral suspension contain the active ingredient azithromycin, an azalide, a subclass of macrolide antibiotics, for oral administration. Azithromycin has the chemical name (2R,3S,4R,5R,8R, 10R,11R,12S,13S,14R)-1...
Active IngredientAzithromycin
Dosage FormInjectable; Tablet; Solution; For suspension
Routeophthalmic; Injection; Oral
Strength1%; eq 600mg base; eq 500mg base; eq 500mg base/vial; eq 100mg base/5ml; eq 250mg base; eq 200mg base/5ml
Market StatusTentative Approval; Pre