Compounds > rifametane
Page last updated: 2024-10-15

rifametane

Description

rifametane: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID135475446
CHEMBL ID2103938
SCHEMBL ID192716
MeSH IDM0163382

Synonyms (22)

Synonym
rifametano [inn-spanish]
rifametane [usan:inn]
spa s565
rifametanum [inn-latin]
spa-s 565
(2s,12z,14e,16s,17s,18r,19r,20r,21s,22s,23s,24e)-1,2-dihydro-5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-2,7-(epoxypentadeca(1,11,13)trienimino)naphtho(2,1-b)furan-8-carboxyaldehyde, 8-azine with n,n-diethylacetamide, 2
spa-s-565
94168-98-6
rifamycin, 3-(((1-(diethylamino)ethylidene)hydrazono)methyl)-
rifametane
[[(e)-[(e)-1-(diethylamino)ethylidenehydrazono]methyl]-pentahydroxy-methoxy-heptamethyl-dioxo-[?]yl] acetate
cgp40/469a
rifametanum
1pug6262hx ,
rifametano
unii-1pug6262hx
rifametane [usan]
(2s,12z,14e,16s,17s,18r,19r,20r,21s,22s,23s,24e)-1,2-dihydro-5,6,9,17,19,21-hexahydroxy-23-methoxy-2,4,12,16,18,20,22-heptamethyl-1,11-dioxo-2,7-(epoxypentadeca[1,11,13]trienimino)naphtho[2,1-b]furan-8-carboxyaldehyde, 8-azine with n,n-diethylacetamide, 2
rifametane [inn]
CHEMBL2103938
SCHEMBL192716
[(7s,9e,11s,12r,13s,14r,15r,16r,17s,18s,19e,21z)-26-[(e)-[(e)-1-(diethylamino)ethylidenehydrazinylidene]methyl]-2,15,17,27,29-pentahydroxy-11-methoxy-3,7,12,14,16,18,22-heptamethyl-6,23-dioxo-8,30-dioxa-24-azatetracyclo[23.3.1.14,7.05,28]triaconta-1(29),2

Pharmacokinetics

An open randomized cross-over study was conducted in 8 healthy male volunteers. The two antibiotics showed similar peak of serum concentrations, but rifametane showed a longer half-life and higher AUC values.

ExcerptReference
"An open randomized cross-over study was conducted in 8 healthy male volunteers to study the pharmacokinetic pattern and the safety of a 300-mg single oral dose of a new 3-azinomethyl-rifamycin (USAN rifametane, SPA-S-565) compared with 300 mg of conventional rifampicin."( Phase I pharmacokinetic study of a new 3-azinomethyl-rifamycin (rifametane) as compared to rifampicin.
Ajay, S; Bruzzese, T; Cooverji, ND; Gogtay, N; Gokhale, P; Kshirsagar, NA; Potkar, C, )
" The two antibiotics showed similar peak of serum concentrations, but rifametane showed a longer half-life and higher AUC values."( Pharmacokinetics and tissue distribution of rifametane, a new 3-azinomethyl-rifamycin derivative, in several animal species.
Ajay, S; Bonabello, A; Bruzzese, T; Cooverj, ND; Mozzi, G; Rimaroli, C, 2000)

Dosage Studied

ExcerptReference
" A drug is likely to be particularly effective in widely spaced intermittent dosage if it has a long half-life and high bactericidal activity."( In vitro activities against mycobacteria of two long-acting rifamycins, FCE22807 and CGP40/469A (SPA-S-565).
Dickinson, JM; Mitchison, DA, 1990)
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (5)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's3 (60.00)18.2507
2000's1 (20.00)29.6817
2010's0 (0.00)24.3611
2020's1 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials2 (28.57%)5.53%
Reviews1 (14.29%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other4 (57.14%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
erythromycin
Erythromycin: A bacteriostatic antibiotic macrolide produced by Streptomyces erythreus. Erythromycin A is considered its major active component. In sensitive organisms, it inhibits protein synthesis by binding to 50S ribosomal subunits. This binding process inhibits peptidyl transferase activity and interferes with translocation of amino acids during translation and assembly of proteins.. erythromycin : Any of several wide-spectrum macrolide antibiotics obtained from actinomycete Saccharopolyspora erythraea (formerly known as Streptomyces erythraeus).. erythromycin A : An erythromycin that consists of erythronolide A having 2,6-dideoxy-3-C-methyl-3-O-methyl-alpha-L-ribo-hexopyranosyl and 3,4,6-trideoxy-3-(dimethylamino)-beta-D-xylo-hexopyranosyl residues attahced at positions 4 and 6 respectively.		1.9910cyclic ketone;
erythromycin
rifamycins
[no description available]		10.5951
rifampin
Rifampin: A semisynthetic antibiotic produced from Streptomyces mediterranei. It has a broad antibacterial spectrum, including activity against several forms of Mycobacterium. In susceptible organisms it inhibits DNA-dependent RNA polymerase activity by forming a stable complex with the enzyme. It thus suppresses the initiation of RNA synthesis. Rifampin is bactericidal, and acts on both intracellular and extracellular organisms. (From Gilman et al., Goodman and Gilman's The Pharmacological Basis of Therapeutics, 9th ed, p1160)		4.0631cyclic ketal;
hydrazone;
N-iminopiperazine;
N-methylpiperazine;
rifamycins;
semisynthetic derivative;
zwitterion		angiogenesis inhibitor;
antiamoebic agent;
antineoplastic agent;
antitubercular agent;
DNA synthesis inhibitor;
EC 2.7.7.6 (RNA polymerase) inhibitor;
Escherichia coli metabolite;
geroprotector;
leprostatic drug;
neuroprotective agent;
pregnane X receptor agonist;
protein synthesis inhibitor
3'-hydroxy-5'-(4-isobutylpiperazinyl)benzoxazinorifamycin
KRM 1648: structure in first source		3.5110phenoxazine
ConditionIndicatedRelationship StrengthStudiesTrials
Bacterial Sexually Transmitted Disease
[description not available]		01.9910
Sexually Transmitted Diseases, Bacterial
Bacterial diseases transmitted or propagated by sexual conduct.		01.9910