(-)-Indolmycin

Product Name: (-)-Indolmycin
CAS No.: 21200-24-8
Chemical Name: (-)-Indolmycin
Synonyms: Pa-155-A;indolomycin;(-)-INDOLMYCIN;(S)-5-[(1R)-1-(1H-Indol-3-yl)ethyl]-2-(methylamino)-4(5H)-oxazolone;[5S,(-)]-5-[(R)-1-(1H-Indol-3-yl)ethyl]-2-methylamino-2-oxazolin-4-one;4(5H)-Oxazolone, 5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-(methylamino)-, (5S)-
CBNumber: CB62347060
Molecular Formula: C14H15N3O2
Formula Weight: 257.29
MOL File: 21200-24-8.mol

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(-)-Indolmycin Property

Melting point:: 209-210°
alpha: D25 -214° (c = 2 in methanol)
Boiling point:: 420.8±37.0 °C(Predicted)
Density: 1.36±0.1 g/cm3(Predicted)
storage temp.: Store at -20°C, protect from light
solubility: Soluble in ethanol;methanol;DMSO;dimethyl formamide
form: powder
pka: 16.65±0.30(Predicted)
color: white

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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Cayman Chemical

Product number: 15385
Product name: Indolmycin
Purity: ≥99%
Packaging: 1mg
Price: $384
Updated: 2024/03/01

Cayman Chemical

Product number: 15385
Product name: Indolmycin
Purity: ≥99%
Packaging: 5mg
Price: $1452
Updated: 2024/03/01

TRC

Product number: I708160
Product name: Indolmycin
Packaging: 1mg
Price: $185
Updated: 2021/12/16

ApexBio Technology

Product number: C5289
Product name: Indolmycin
Packaging: 1mg
Price: $437
Updated: 2021/12/16

ChemScene

Product number: CS-0065292
Product name: Indolmycin
Packaging: 1mg
Price: $700
Updated: 2021/12/16

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(-)-Indolmycin Chemical Properties,Usage,Production

Uses

Indolmycin is a highly selective antibiotic which acts as a tryptophan anti-metabolite. Recent research has shown that indolmycin is active against Mycobacteria and H. pylori, and can stimulate transcription in Escherichia coli.

Uses

Indolmycin is an antibiotic that inhibits bacterial tryptophanyl-tRNA synthetase.

Definition

ChEBI: A member of the class of 1,3-oxazoles that is 1,3-oxazol-4(5H)-one which is substituted at the 2 and 5-pro-S positions by methylamino and [(1R)-1-(1H-indol-3-yl)ethyl] gro ps, respectively.

Biological Activity

indolmycin is an antibiotic.tryptophanyl-trna synthetase (trprs) catalyzes activation of tryptophan through atp and transfer to trnatrp , leading to translation of the genetic code for tryptophan.

in vitro

indolmycin was found to ba a bacteriostatic that showed good activity against methicillin-resistant s. aureus, methicillin-susceptible staphylococcus aureus, and vancomycin-intermediate s. aureus, including strains resistant to mupirocin or fusidic acid. spontaneous indolmycin-resistant mutants was observed at a lower frequency than those selected by mupirocin or fusidic acid and exhibited no cross-resistance with the comparative drugs. high-level resistance of indolmycin at its mic of 128 mg/l that was associated with an h43n mutation in tryptophanyl-trna synthetase, the target enzyme of indolmycin, led to loss of bacterial fitness. however, the locus responsible for low-level indolmycin resistance (indolmycin mics 8-32 mg/l) was not identified [1].

in vivo

animal study found that indolmycin could completely clear h. pylori in experimentally infected mongolian gerbils at a dose of 10 mg/kg. therefore, indolmycin could be regarded as a candidate for the treatment of h. pylori infection [2].

IC 50

30 μm for prokaryotic tryptophanyl-trna synthetase

References

[1] hurdle jg, o'neill aj, chopra i. anti-staphylococcal activity of indolmycin, a potential topical agent for control of staphylococcal infections. j antimicrob chemother. 2004 aug;54(2):549-52. epub 2004 jul 8.
[2] vecchione jj, sello jk. a novel tryptophanyl-trna synthetase gene confers high-level resistance to indolmycin. antimicrob agents chemother 2009; 53: 3972-3980.

(-)-Indolmycin Preparation Products And Raw materials

Raw materials

Preparation Products

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21200-24-8, (-)-IndolmycinRelated Search:

Indocyanine green Indole-3-carbinol 1H-INDOLE-3-CARBOTHIOIC ACID AMIDE Indobufen 3-Indolepropionic acid (-)-Indolmycin

(S)-5-[(1R)-1-(1H-Indol-3-yl)ethyl]-2-(methylamino)-4(5H)-oxazolone

[5S,(-)]-5-[(R)-1-(1H-Indol-3-yl)ethyl]-2-methylamino-2-oxazolin-4-one

Pa-155-A

(-)-INDOLMYCIN

4(5H)-Oxazolone, 5-[(1R)-1-(1H-indol-3-yl)ethyl]-2-(methylamino)-, (5S)-

indolomycin

21200-24-8