ChemicalBook > Product Catalog >Biochemical Engineering >Inhibitors >GPCR & G Protein >Adenosine Receptor Antagonists >8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6 -dione

8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6 -dione

8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6 -dione Structure
CAS No.
155270-99-8
Chemical Name:
8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6 -dione
Synonyms
CS-285;KW-6002;Itraphylline;stradefylline;istradefylline;10mg 50mg 100mg 1g 5g;Istradefylline-13C-d3;KW6002/Istradefylline;Istradefylline (KW-6002);Itraphylline impurities5
CBNumber:
CB11261287
Molecular Formula:
C20H24N4O4
Molecular Weight:
384.43
MOL File:
155270-99-8.mol
Modify Date:
2024/1/3 13:33:01

8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6 -dione Properties

Melting point 191 °C
Boiling point 601.0±65.0 °C(Predicted)
Density 1.24±0.1 g/cm3(Predicted)
storage temp. 2-8°C
solubility DMSO: soluble5mg/mL (clear solution)
form powder
pka 0.47±0.70(Predicted)
color white to beige
InChIKey IQVRBWUUXZMOPW-PKNBQFBNSA-N
CAS DataBase Reference 155270-99-8

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS06
Signal word  Danger
Hazard statements  H301
Precautionary statements  P301+P310
Hazard Codes  T
Risk Statements  25
Safety Statements  45
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  3
HS Code  2933.99.7500
NFPA 704
0
2 0

8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6 -dione price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SML0422 Istradefylline ≥98% (HPLC) 155270-99-8 5MG ₹15850.8 2022-06-14 Buy
Sigma-Aldrich(India) SML0422 Istradefylline ≥98% (HPLC) 155270-99-8 25MG ₹65545.5 2022-06-14 Buy
TCI Chemicals (India) I1100 Istradefylline 155270-99-8 250MG ₹5600 2022-05-26 Buy
TCI Chemicals (India) I1100 Istradefylline 155270-99-8 1G ₹9800 2022-05-26 Buy
Product number Packaging Price Buy
SML0422 5MG ₹15850.8 Buy
SML0422 25MG ₹65545.5 Buy
I1100 250MG ₹5600 Buy
I1100 1G ₹9800 Buy

8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6 -dione Chemical Properties,Uses,Production

Description

In March 2013, istradefylline (also known as KW-6002) was approved in Japan for adjunctive treatment of Parkinson’s disease (PD). Istradefylline acts by antagonism of the adenosine A2A receptor, which is colocalized with dopamine D2 receptors in the striatum, to enhance dopamine D2-dependent signaling. Istradefylline is a light-sensitive compound and has been evaluated in vitro under low-light conditions to prevent isomerization of the (E)-styryl group and decomposition. Istradefylline has a Ki of 2.2 nM for the rat adenosine A2A receptor and an ED50 of 0.03 mg/kg, po, in reversal of haloperidol-induced catalepsy in mice. Further characterization showed istradefylline to have a Ki of 12 nM for the human adenosine A2A receptor, to be highly selective, and to be a functional competitive antagonist. Istradefylline has activity alone and in combination with levo-dopa in preclinical animal models of PD. The synthesis of istradefylline was accomplished by 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide-mediated coupling of 5,6-diamino-1,3-diethyluracil with 3,4-dimethoxycinnamic acid, followed by cyclization upon treatment with aqueous NaOH, and selective methylation (MeI, K2CO3, and DMF).

Uses

Treatment of Parkinson’s disease (adenosine A 2A receptor antagonist).

8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6 -dione Preparation Products And Raw materials

Raw materials

Preparation Products

Global( 220)Suppliers
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8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6 -dione Spectrum

8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6 -dione istradefylline KW-6002 10mg 50mg 100mg 1g 5g (E)-8-(3,4-diMethoxystyryl)-1,3-diethyl-7-Methyl-1H-purine-2,6(3H,7H)-dione 8-[(E)-2-(3,4-diMethoxyphenyl)ethenyl]-1,3-diethyl-7-Methyl-2,3,6,7-tetrahydro-1H-purine-2,6-dione Istradefylline (KW-6002) 1H-Purine-2,6-dione,8-[(1E)-2-(3,4-diMethoxyphenyl)ethenyl]-1,3-diethyl-3,7-dihydro-7-Methyl- Istradefylline 8-[(E)-2-(3,4-Dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methylpurine-2,6-dione (E)-8-(3,4-Dimethoxystyryl)-1,3-diethyl-7-methylxanthine 8-[(1E)-2-(3,4-Dimethoxyphenyl)ethenyl]-1,3-diethyl-3,7-dihydro-7-methyl-1H-purine-2,6-dione (E)-8-(3,4-dimethoxystyryl)-1,3-diethyl-7-methyl-3,7-dihydro-1H-purin-2,6-dione Itraphylline Istradefylline-13C-d3 CS-285 8-[(1E)-2-(2-(3,4-Dimethoxyphenyl)ethenyl]-1,3-diethyl-3,7-dihydro-7-methyl-1H-purine-2,6-dione 8-[(E)-2-(3,4-DIMETHOXYPHENYL)ETHENYL]-1,3-DI... 8-[(E)-2-(3,4-dimethoxyphenyl)ethenyl]-1,3-diethyl-7-methyl-purine-2,6 -dione USP/EP/BP Itraphylline impurities867 stradefylline Itraphylline impurities5 2-dioleoyl-sn-glycero-3-phosphocholine KW6002/Istradefylline (E)-8-(3,4-Dimethoxystyryl)-1,3-diethyl-7-methyl-3,7-dihydro-1H-purine-2,6-dione 155270-99-8 Inhibitors