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Cethromycin

Chemical compound


Chemical compound

FieldValue
Verifiedfieldschanged
Watchedfieldschanged
verifiedrevid445236160
IUPAC_name(1S,2R,5R,7R,8R,9S,11R,13R,14R)-8-[(2S,3R,4S,6R)- 4-Dimethylamino-3-hydroxy-6-methyloxan-2-yl]oxy-2-ethyl-1,5,7,9,11,13- hexamethyl-9-[(E)-3-quinolin-3-ylprop-2-enoxy] -3,17-dioxa-15-azabicyclo[12.3.0]heptadecane-4,6,12,16-tetrone
imageCethromycin1.svg
image_classskin-invert-image
pregnancy_AU
pregnancy_US
legal_AU
legal_CA
legal_UK
legal_US_commentPhase III Clinical Trials
routes_of_administrationOral
bioavailabilityBetween 35.8 and 60% in animal studies.
metabolismLiver
elimination_half-life1.6, 3.0, 4.5, 5.9 and 6 hours. Mouse, Monkey, Rat, Dog and Human respectively.
excretion7.0% urine 87.2% faeces
CAS_number_Ref
CAS_number205110-48-1
ATC_prefixnone
PubChem5282045
ChEBI29506
DrugBank_Ref
ChEMBL_Ref
ChEMBL365528
UNII_Ref
UNIIJ0086219X6
KEGG_Ref
KEGGD02391ChemSpiderID_Ref =
ChemSpiderID23258189
smilesCC[C@@H]1[C@@]2(C@@HNC(=O)O2)C
StdInChI_Ref
StdInChI1S/C42H59N3O10/c1-11-32-42(8)36(44-40(50)55-42)25(4)33(46)23(2)21-41(7,51-18-14-15-28-20-29-16-12-13-17-30(29)43-22-28)37(26(5)34(47)27(6)38(49)53-32)54-39-35(48)31(45(9)10)19-24(3)52-39/h12-17,20,22-27,31-32,35-37,39,48H,11,18-19,21H2,1-10H3,(H,44,50)/b15-14+/t23-,24-,25+,26+,27-,31+,32-,35-,36-,37-,39+,41+,42-/m1/s1
StdInChIKey_Ref
StdInChIKeyPENDGIOBPJLVBT-HMMOOPTJSA-N
C42H=59N=3O=10
melting_point211
melting_high213

| elimination_half-life = 1.6, 3.0, 4.5, 5.9 and 6 hours. Mouse, Monkey, Rat, Dog and Human respectively.

Cethromycin, trade name Restanza (initially known as ABT-773{{cite journal |doi-access=free

On October 1, 2008, Advanced Life Sciences submitted a New Drug Application (NDA) to Food and Drug Administration (FDA) for cethromycin to treat mild-to-moderate community acquired pneumonia.

On December 3, 2008, Advanced Life Sciences announced that this New Drug Application has been accepted for filing by the FDA.

In June 2009, an FDA Anti-Infective Drugs Advisory Committee review found insufficient evidence for cethromycin efficacy in treatment of community acquired pneumonia, as the Phase 3 clinical trial followed standards that were updated after the clinical trial but three months prior to review. The committee did, however, find the drug safe to use.

References

References

  1. link. (April 20, 2008)
  2. [https://www.drugs.com/nda/cethromycin_081001.html Cethromycin New Drug Application]
  3. (June 2019)
  4. Advanced Life Sciences Holdings, Inc.. "Complete Response Letter for Restanza NDA". Drugs.com.
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