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2750-76-7-Rifamide Rifamide

Rifamide

For research use only. Not for therapeutic Use.

  • CAT Number: I035576
  • CAS Number: 2750-76-7
  • Molecular Formula: C43H58N2O13
  • Molecular Weight: 810.938
  • Purity: 98%
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Related Small Molecules: Erlosiban     TRV-120027     GLPG0492 (R enantiomer)    

Rifamide is an antibiotic derived from Streptomyces mediterranei.


Catalog Number I035576
CAS Number 2750-76-7
Synonyms

Rifamide; NSC 133099; NSC133099; NSC-133099; Rifamida; Rifamidum; Rifamycin M14;

Molecular Formula C43H58N2O13
Purity 98%
Solubility To be determined
Appearance Solid powder
Storage Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
InChI InChI=1S/C43H58N2O13/c1-12-45(13-2)31(47)20-55-30-19-28-38(51)33-32(30)34-40(26(8)37(33)50)58-43(10,41(34)52)56-18-17-29(54-11)23(5)39(57-27(9)46)25(7)36(49)24(6)35(48)21(3)15-14-16-22(4)42(53)44-28/h14-19,21,23-25,29,35-36,39,48-51H,12-13,20H2,1-11H3,(H,44,53)/b15-14+,18-17+,22-16-/t21-,23+,24+,25+,29-,35-,36+,39+,43-/m0/s1
InChIKey VFYNXKZVOUXHDX-VDPUEHCXSA-N
SMILES CCN(C(COc1c2c(C3=O)c4c(C)c(O)c2c(O)c(NC(/C(C)=CC=C[C@@H]([C@@H]([C@H]([C@H]([C@H]([C@@H]([C@@H]([C@H](/C=C/O[C@]3(O4)C)OC)C)OC(C)=O)C)O)C)O)C)=O)c1)=O)CC
Reference

1: Pahlevan AA, Wright DJ, Bradley L, Smith C, Foxwell BM. Potential of rifamides to inhibit TNF-induced NF-kappaB activation. J Antimicrob Chemother. 2002 Mar;49(3):531-4. doi: 10.1093/jac/49.3.531. PMID: 11864954.
2: Faris MA, Raasch RH, Hopfer RL, Butts JD. Treatment and prophylaxis of disseminated Mycobacterium avium complex in HIV-infected individuals. Ann Pharmacother. 1998 May;32(5):564-73. doi: 10.1345/aph.17275. PMID: 9606478.
3: de Carvalho PS, Mariano RC, Okamoto T. Treatment of fibrinolytic alveolitis with rifamycin B diethylamide associated with gelfoam: a histological study. Braz Dent J. 1997;8(1):3-8. PMID: 9485630.
4: Jones RB, Ridgway GL, Boulding S, Hunley KL. In vitro activity of rifamycins alone and in combination with other antibiotics against Chlamydia trachomatis. Rev Infect Dis. 1983 Jul-Aug;5 Suppl 3:S556-61. doi: 10.1093/clinids/5.supplement_3.s556. PMID: 6635445.
5: Keighley MR, Drysdale RB, Quoraishi AH, Burdon DW, Alexander-Willians J. Antibiotics in biliary disease: the relative importance of antibiotic concentrations in the bile and serum. Gut. 1976 Jul;17(7):495-500. doi: 10.1136/gut.17.7.495. PMID: 786807; PMCID: PMC1411162.
6: Reeves DS, Wise R. Letter: Withdrawal of rifamide. Br Med J. 1974 Aug 10;3(5927):414. doi: 10.1136/bmj.3.5927.414. PMID: 4852981; PMCID: PMC1613165.
7: Williams JD. Withdrawal of rifamide. Br Med J. 1974 Jul 6;3(5922):44. doi: 10.1136/bmj.3.5922.44-a. PMID: 4835477; PMCID: PMC1611406.
8: Bevan PG, Williams JD. Rifamide in acute cholecystitis and biliary surgery. Br Med J. 1971 Jul 31;3(5769):284-7. doi: 10.1136/bmj.3.5769.284. PMID: 5557539; PMCID: PMC1799086.
9: Fiorillo AM, da Costa JC. Studies on the effect of rifamide on hepatic function. Arzneimittelforschung. 1971 Mar;21(3):358-60. PMID: 5107971.
10: McGeachie J, Girdwood RW, Burton JA, Kennedy AC. Impaired renal function and serum levels of rifamide. Scott Med J. 1970 Jul;15(7):257-60. doi: 10.1177/003693307001500705. PMID: 5427787.
11: Rifamide (Rifocin-M). Drug Ther Bull. 1968 Oct 25;6(22):86-8. PMID: 5703313.
12: Monnier J, Bourse R. Activité antibactérienne "in vitro" d’une nouvelle rifamycine: la rifamide [Antibacterial activity in vitro of a new rifamycin: rifamide]. Pathol Biol. 1968 Oct;16(19):901-8. French. PMID: 4972879.
13: Resta C, Zema M, Braidotti L. Previsione di stabilità di prodotti farmaceutici. II. Stabilità di una soluione di dietilamide della rifamicina B (Rifamide) [Predicted stability of pharmaceutical products. II. Stability of a solution of rifamycin B diethylamide (Rifamide)]. Farmaco Prat. 1968 Feb;23(2):62-8. Italian. PMID: 5719629.
14: Boccitto G, Sbampato M, Sternini N. Comportamento di alcuni indici biologici di funzionalità epatica e renale in corso di terapia con dietilamide della rifamicina B (rifamide) somministrata per infusione venosa [Behavior of certain biologic parameters of hepatic and renal function during therapy with rifomycin B diethylamide (rifamide) administered by venous infusion]. Ann Ist Carlo Forlanini. 1968;28(2):126-41. Italian. PMID: 5735705.
15: Clark J, Wallace A. The susceptibility of mycobacteria to rifamide and rifampicin. Tubercle. 1967 Jun;48(2):144-8. doi: 10.1016/s0041-3879(67)80009-6. PMID: 4293697.
16: Acocella G, Scalfi U. Ein neues halbsynthetisches Antibiotikum (Rifamid) in der Therapie von Infektionen des Atmungsapparates [A new semi-synthetic antibiotic (Rifamide) in te therapy of infections of the respiratory system]. Wien Med Wochenschr. 1967 Feb 18;117(7):161-4. German. PMID: 5590631.
17: Acocella G, Lamarina F, Tenconi LT, Nicolis FB. Study of the excretion in bile and concentration in the gall bladder wall of rifamide. Gut. 1966 Aug;7(4):380-6. doi: 10.1136/gut.7.4.380. PMID: 5917425; PMCID: PMC1552415.
18: de Barros LC, Hellmeister O, Lima GA. Pneumopatias inespecíficas: pesquisas clínicas e laboratoriais com a rifamida [Non-specific pneumopathies: clinical and laboratory trials of rifamide]. Hospital (Rio J). 1966 Aug;70(2):329-45. Portuguese. PMID: 5300309.
19: Acocella G, Pallanza R, Santilli E, Nicolis FB. Rifamide e rifamicina SV: osservazioni comparative sulla cinetica nell’uomo [Rifamide and rifamycin SV: some comparative observations on kinetics in man]. Antibiotica. 1966 Mar;4(1):17-48. Multiple languages. PMID: 5960847.
20: Dezulian V, Serralunga MG, Maffii G. Pharmacology and toxicology of rifamide. Toxicol Appl Pharmacol. 1966 Jan;8(1):126-37. doi: 10.1016/0041-008x(66)90109-8. PMID: 5950859.

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