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BIS(METHYLTHIO)GLIOTOXIN

Product Name
BIS(METHYLTHIO)GLIOTOXIN
CAS No.
74149-38-5
Chemical Name
BIS(METHYLTHIO)GLIOTOXIN
Synonyms
FR-49175;BIS(METHYLTHIO)GLIOTOXIN;Bis(methylthio)gliotoxin (FR-49175);bis-dethio-bis(methylthio)gliotoxin;gliotoxin, bis-dethio-bis(methylthio)-;2,3,5aβ,6,10,10a-Hexahydro-6β-hydroxy-3β-(hydroxymethyl)-2-methyl-3,10aα-bis(methylthio)pyrazino[1,2-a]indole-1,4-dione;(3R)-2,3,5aβ,6,10,10a-Hexahydro-6β-hydroxy-3β-(hydroxymethyl)-2-methyl-3α,10aα-bis(methylthio)pyrazino[1,2-a]indole-1,4-dione;Pyrazino[1,2-a]indole-1,4-dione, 2,3,5a,6,10,10a-hexahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylthio)-, (3R,5aS,6S,10aR)-
CBNumber
CB1288191
Molecular Formula
C15H20N2O4S2
Formula Weight
356.46
MOL File
74149-38-5.mol
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BIS(METHYLTHIO)GLIOTOXIN Property

Boiling point:
669.6±55.0 °C(Predicted)
Density 
1.49±0.1 g/cm3(Predicted)
storage temp. 
−20°C
solubility 
Chloroform (Slightly), Methanol (Slightly)
form 
White solid.
pka
12.69±0.60(Predicted)
color 
Off-White to Yellow
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22
Safety Statements 
36
RIDADR 
1544
HazardClass 
6.1(b)
PackingGroup 
III
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P270Do not eat, drink or smoke when using this product.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P330Rinse mouth.

P363Wash contaminated clothing before reuse.

P403Store in a well-ventilated place.

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N-Bromosuccinimide Price

Alfa Aesar
Product number
J67499
Product name
Bis(methylthio)gliotoxin, 99%
Packaging
1mg
Price
$290
Updated
2023/06/20
Cayman Chemical
Product number
26271
Product name
Bis(methylthio)gliotoxin
Purity
≥95%
Packaging
500μg
Price
$86
Updated
2024/03/01
Cayman Chemical
Product number
26271
Product name
Bis(methylthio)gliotoxin
Purity
≥95%
Packaging
1mg
Price
$161
Updated
2024/03/01
TRC
Product number
B485948
Product name
Bis(methylthio)gliotoxin(FR-49175)
Packaging
1mg
Price
$215
Updated
2021/12/16
TRC
Product number
B485948
Product name
Bis(methylthio)gliotoxin(FR-49175)
Packaging
2.5mg
Price
$525
Updated
2021/12/16
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BIS(METHYLTHIO)GLIOTOXIN Chemical Properties,Usage,Production

Description

Bis(methylthio)gliotoxin is a fungal metabolite originally isolated from G. deliquescens that has diverse biological activities. It inhibits PAF- and collagen-induced platelet aggregation in rabbit platelet-rich plasma (IC50s = 8.4 and 84.2 μM, respectively) but has no effect on arachidonic acid- or ADP-induced platelet aggregation (IC50s = >400 μM). Bis(methylthio)gliotoxin inhibits growth of HCT116 colon cancer cells (IC50 = 23.56 μM). It inhibits PAF-induced bronchoconstriction in guinea pigs when administered at a dose of 0.1 mg/kg and is less toxic to mice (LD50 = >500 mg/kg) than gliotoxin . Bis(methylthio)gliotoxin has been used as a serum biomarker in patients infected with invasive aspergillosis.

Uses

Bis(methylthio)gliotoxin (FR-49175) is an antiphagocytic metabolite.

Enzyme inhibitor

This naturally occurring indole derivative (FW = 356.47 g/mol; CAS 74149- 38-5), also known as bis(methylthio)gliotoxin and dimethylgliotoxin, is a platelet-acivating factor (PAF) antagonist that inhibits PAF-induced platelet aggregation. The parent compound, gliotoxin is a dual inhibitor of famesyltransferase and geranylgeranyl-transferase. Bisdethiobis(methylthio)gliotoxin is a minor metabolite of Gliocladium deliquescens, Radiocarbon tracer experiments showed it is formed, apparently irreversibly, from gliotoxin. It has also been synthesized from gliotoxin by reduction and methylation. Bisdethio-bis(methylthio)gliotoxin also binds Cu+ and Ag+ ions.

BIS(METHYLTHIO)GLIOTOXIN Preparation Products And Raw materials

Raw materials

Preparation Products

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BIS(METHYLTHIO)GLIOTOXIN Suppliers

China 20 Germany 2 Switzerland 1 United States 8 Global 31
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74149-38-5, BIS(METHYLTHIO)GLIOTOXINRelated Search:

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  • gliotoxin, bis-dethio-bis(methylthio)-
  • (3R)-2,3,5aβ,6,10,10a-Hexahydro-6β-hydroxy-3β-(hydroxymethyl)-2-methyl-3α,10aα-bis(methylthio)pyrazino[1,2-a]indole-1,4-dione
  • 2,3,5aβ,6,10,10a-Hexahydro-6β-hydroxy-3β-(hydroxymethyl)-2-methyl-3,10aα-bis(methylthio)pyrazino[1,2-a]indole-1,4-dione
  • Bis(methylthio)gliotoxin (FR-49175)
  • BIS(METHYLTHIO)GLIOTOXIN
  • FR-49175
  • bis-dethio-bis(methylthio)gliotoxin
  • Pyrazino[1,2-a]indole-1,4-dione, 2,3,5a,6,10,10a-hexahydro-6-hydroxy-3-(hydroxymethyl)-2-methyl-3,10a-bis(methylthio)-, (3R,5aS,6S,10aR)-
  • 74149-38-5
  • C15H20N2O4S2