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TROLEANDOMYCIN

CAS No.
2751-09-9
Chemical Name:
TROLEANDOMYCIN
Synonyms
tao;Taocin;Aovine;AI3-50166;evramicina;NSC-108166;cyclamycin;Matromycin T;Mathromycin T;TROLEANDOMYCIN
CBNumber:
CB5312403
Molecular Formula:
C41H67NO15
Molecular Weight:
813.97
MDL Number:
MFCD00871198
MOL File:
2751-09-9.mol
Last updated:2024-03-16 16:25:34

TROLEANDOMYCIN Properties

Melting point 170 °C
alpha D25 -23° (methanol)
Boiling point 757°C (rough estimate)
Density 1.1651 (rough estimate)
refractive index 1.6220 (estimate)
storage temp. 0-6°C
solubility Soluble in DMSO (up to 50 mg/ml) or in Ethanol (up to 25 mg/ml).
form White solid.
pka 6.6(at 25℃)
color White
Water Solubility 0.25g/L(28 ºC)
Merck 13,9839
Stability Stable for 2 years as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 3 months.
FDA UNII C4DZ64560D
ATC code J01FA08

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H332-H315-H319
Precautionary statements  P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P-P261-P271-P304+P340-P312
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  22-24/25-36-26
WGK Germany  2
RTECS  RJ9900000
8
Toxicity LD50 oral in mouse: > 5gm/kg

TROLEANDOMYCIN price More Price(1)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
AHH MT-60242 Troleandomycin 98% 2751-09-9 50g $840 2021-12-16 Buy
Product number Packaging Price Buy
MT-60242 50g $840 Buy

TROLEANDOMYCIN Chemical Properties,Uses,Production

Description

Troleandomycin (2751-09-9) is a macrolide antibiotic. Inhibits cytochrome P450 (IC50 = 0-5 μM), thus blocking CYP450-dependent drug oxidation.

Uses

Antibacterial.

Uses

Troleandomycin, is a macrolide antibiotic, sold in Italy and Turkey. It is a derivative of Oleandomycin (O517500), and acts as a CYP3A4 inhibitor, which may cause drug interactions .

Definition

ChEBI: A semi-synthetic macrolide antibiotic obtained by acetylation of the three free hydroxy groups of oleandomycin. Troleandomycin is only found in individuals that have taken the drug.

brand name

Tao (Pfizer).

General Description

Triacetyloleandomycin was synthesized by Pfizer Research Laboratories in 1958. It shows a higher and longer-lasting serum level than oleandomycin when administered orally. Triacetyloleandomycin behaves as oleandomycin in vivo, following its hydrolysis by intestinal esterase. However, considerable amounts of the intermediates, the monoacetates and diacetates, are detected in the serum and urine. Prolonged use of triacetyloleandomycin causes damage to the liver as does erythromycin estolate.

Clinical Use

Oleandomycin contains three hydroxyl groups that aresubject to acylation, one in each of the sugars and one in theoleandolide. The triacetyl derivative retains the in vivo antibacterialactivity of the parent antibiotic but possesses superiorpharmacokinetic properties. It is hydrolyzed in vivo tooleandomycin. Troleandomycin achieves more rapid andhigher plasma concentrations following oral administrationthan oleandomycin phosphate, and it has the additionaladvantage of being practically tasteless. Troleandomycinoccurs as a white, crystalline solid that is nearly insoluble inwater. It is relatively stable in the solid state but undergoeschemical degradation in either aqueous acidic or alkalineconditions.
Because the antibacterial spectrum of activity of oleandomycinis considered inferior to that of erythromycin, thepharmacokinetics of troleandomycin have not been studiedextensively. Oral absorption is apparently good, and detectableblood levels of oleandomycin persist up to 12 hoursafter a 500-mg dose of troleandomycin. Approximately 20%is recovered in the urine, with most excreted in the feces, primarilyas a result of biliary excretion. There is some epigastricdistress following oral administration, with an incidencesimilar to that caused by erythromycin. Troleandomycin isthe most potent inhibitor of cytochrome P450 enzymes of thecommercially available macrolides. It may potentiate the hepatictoxicity of certain anti-inflammatory steroids and oralcontraceptive drugs as well as the toxic effects of theophylline,carbamazepine, and triazolam. Several allergic reactions,including cholestatic hepatitis, have also been reportedwith the use of troleandomycin.
Approved medical indications for troleandomycin arecurrently limited to the treatment of upper respiratory infectionscaused by such organisms as S. pyogenes and S. pneumoniae.It may be considered an alternative to oral forms oferythromycin. It is available in capsules and as a suspension.

References

References/Citations 1) Patki et al. (2004), Mechanism-based inhibition of CYP3A4 and CYP3A5 by seven inhibitors; Clin. Pharmacol. Therap., 75 P83 2) Kozlov et al. (2003), Various intracellular compartments cooperate in the release of nitric oxide from glycerol trinitrate in liver; Br. J. Pharmacol., 139 989 3) Ludden et al. (1985), Pharmacokinetic interactions of the macrolide antibiotics; Clin. Pharmacokinet., 10 63

TROLEANDOMYCIN Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 72)Suppliers
Supplier Tel Email Country ProdList Advantage
Shaanxi Dideu Medichem Co. Ltd
+86-29-87569265 +86-18612256290 1056@dideu.com China 3335 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58
Shaanxi Dideu Medichem Co. Ltd
+86-029-89586680 +86-18192503167 1026@dideu.com China 9126 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1026@dideu.com China 28455 58
AFINE CHEMICALS LIMITED
0571-85134551 18958018566; info@afinechem.com China 15377 58
Aladdin Scientific
+1-833-552-7181 sales@aladdinsci.com United States 52927 58
J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
Chemsky(shanghai)International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32344 50
Beijing HuaMeiHuLiBiological Chemical 010-56205725 waley188@sohu.com China 12338 58
Shenzhen Polymeri Biochemical Technology Co., Ltd. +86-400-002-6226 13028896684 sales@rrkchem.com China 55896 58

View Lastest Price from TROLEANDOMYCIN manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
TroleandoMycin pictures 2021-07-20 TroleandoMycin
2751-09-9
US $1.00-1.00 / KG 1g 99% 50tons Shaanxi Dideu Medichem Co. Ltd
TROLEANDOMYCIN USP/EP/BP pictures 2021-06-23 TROLEANDOMYCIN USP/EP/BP
2751-09-9
US $1.10 / g 1g 99.9% 100 Tons Min Dideu Industries Group Limited
  • TroleandoMycin pictures
  • TroleandoMycin
    2751-09-9
  • US $1.00-1.00 / KG
  • 99%
  • Shaanxi Dideu Medichem Co. Ltd
evramicina oleandomycintriacetylester tao TROLEANDOMYCIN 98% Mathromycin T NSC-108166 Taocin Oleandomycin triacetate,Troleandomycin Troleandomycin (250 mg) OLEANDOMYCIN TRIACETATE OLEANDOMYCIN TRIACETATE ESTER TRIACETYLOLEANDOMYCIN TROLEANDOMYCIN cyclamycin Oleandomycin, 2'',4',11-triacetate TROLEANDOMYCIN USP/EP/BP AI3-50166 Aovine Matromycin T Troleandromycin 2751-09-9 Antibiotics Antibiotics A to Z BioChemical Antibiotics N-S