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Propentofylline

Propentofylline structure

Propentofylline 

structure
  • CAS No:

    55242-55-2

  • Formula:

    C15H22N4O3

  • Chemical Name:

    Propentofylline

  • Synonyms:

    1H-Purine-2,6-dione,3,7-dihydro-3-methyl-1-(5-oxohexyl)-7-propyl-;3,7-Dihydro-3-methyl-1-(5-oxohexyl)-7-propyl-1H-purine-2,6-dione;3-Methyl-1-(5-oxohexyl)-7-propylxanthine;HWA 285;Propentofylline;1-(5-Oxohexyl)-3-methyl-7-propylxanthine;Propentophylline;HOE 285;Hextol;Karsivan;Albert 285;Propenlotylina

  • Categories:

    Active Pharmaceutical Ingredients  >  Nervous System Drugs

Description

Off-White Solid


Propentofylline is an oxopurine.

Propentofylline Basic Attributes

306.36

306.36

611-242-7

5RTA398U4H

752424

DTXSID4045189

N - Nervous system

2933990090

Characteristics

75.5

1.38

1.3±0.1 g/cm3

69 °C

541.4±56.0 °C at 760 mmHg

281.2±31.8 °C

1.602

H2O: soluble12.4mg/mL

−20°C

LD50 in male, female mice, male, female rats (mg/kg): 900, 780, 1150, 940 orally; 168, 170, 180, 195 i.v.; 375, 346, 199, 196 i.p.; 450, 508, 400, 338 s.c. (Inazu)

168.3 Ų [M+H]+ [CCS Type: TW, Method: calibrated with polyalanine and drug standards]

Safety Information

NONH for all modes of transport

3

20/21/22

UO8438700

Xn

P280

H302-H312-H332

|Warning|H302 (100%): Harmful if swallowed [Warning Acute toxicity, oral]|P260, P261, P264, P270, P271, P280, P301+P312, P302+P352, P304+P312, P304+P340, P312, P314, P322, P330, P363, and P501|Aggregated GHS information provided by 93 companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Drug Information

Investigated for use/treatment in alzheimer's disease.

Drugs intended to prevent damage to the brain or spinal cord from ischemia, stroke, convulsions, or trauma. Some must be administered before the event, but others may be effective for some time after. They act by a variety of mechanisms, but often directly or indirectly minimize the damage produced by endogenous excitatory amino acids. (See all compounds classified as Neuroprotective Agents.)

Propentofylline is a xanthine derivative and phosphodiesterase inhibitor with purported neuroprotective effects. It inhibits both phosphodiesterase and adenosine uptake. Phosphodiesterase has shown to associated with age-related memory impairment and Alzheimer's disease. β-Amyloid protein 1–42 (β42) can induce apoptosis in the cultured hippocampal neurons, suggesting that it plays an important role in causing neurodegeneration in Alzheimer's disease. Propentofylline is also capable of activating a cAMP–PKA system, depressing the caspase cascade and modifying Bcl-2 family proteins. Propentofylline blocked both the apoptotic features induced by β42 and further induced an anti-apoptotic protein, Bcl-2. It suggests that the protection of propentofylline on the β42-induced neurotoxicity is caused by enhancing anti-apoptotic action through cAMP–PKA system.

1-(5'-oxohexyl)-3-methyl-7-propylxanthine

Propentofylline Use and Manufacturing

Uses

A c-AMP phosphodiesterase inhibitor.A nerve growth factor stimulator.An adenosine transport inhibitor.A non-selective adenosine receptor antagonist. Nootropic

Pharmaceuticals

Computed Properties

Molecular Weight:306.36
XLogP3:0.7
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:7
Exact Mass:306.16919058
Monoisotopic Mass:306.16919058
Topological Polar Surface Area:75.5
Heavy Atom Count:22
Complexity:454
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

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