Pentoxifylline

Basic Information

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CAS Number

6493-05-6

Molecular Formula

C13H18N4O3

Molecular Weight

278.31 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

103.0 to 107.0 deg-C

Boiling Point

531.3°C at 760 mmHg

Density

1.1713 (rough estimate)

Flash Point

275.1°C

Solubility

H2O: ≥43 mg/mL

Refractive Index

1.6000 (estimate)

SMILES

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CC(=O)CCCCN1C(=O)C2=C(N=CN2C)N(C1=O)C

InChI

InChI=1S/C13H18N4O3/c1-9(18)6-4-5-7-17-12(19)10-11(14-8-15(10)2)16(3)13(17)20/h8H,4-7H2,1-3H3

InChIKey

BYPFEZZEUUWMEJ-UHFFFAOYSA-N

LogP

0.19299999999999917

Topological Polar Surface Area

78.89 Å²

Hydrogen Bond Donor/Acceptor

0 / 7

Complexity

426

Safety Information

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GHS Hazard Pictograms

H302

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

Toxicity

LD50 orally in mice: 1385 mg/kg (Popendiker)

Synonyms & References

English

NCGC00015801-04
PENTOXIFYLLINE (MART.)
S4345
Torental
C07424
UNII-SD6QCT3TSU
Pentoxifylline [USAN:USP:INN:BAN:JAN]
HMS3712H13
1-(5-oxohexyl)theobromine (pentoxifylline)
NCGC00015801-09
BPBio1_000167
LP00936
NCGC00178062-01
KBioSS_001924
HMS1922E16
KBio2_007060
NCGC00067069-05
FT-0673610
1,2,3,6-Tetrahydro-3,7-dimethyl-1-(5-oxohexyl)-2,6-purindion
NCGC00067069-04
1-(3-Carboxypropyl)-3,7-
NCGC00015801-21
BL 191
Tox21_110223_1
NCGC00015801-03
NCGC00015801-02
PENTOXIFYLLINE [JAN]
KBio1_000729
PTX;Oxpentifylline
SCHEMBL34039
KBioGR_000893

MDL Number

MFCD00063379

Customs Code

2933990090

FAQ

What are the physical and chemical properties of Pentoxifylline (CAS: 6493-05-6)?

Pentoxifylline (CAS: 6493-05-6) is a white or off-white crystalline powder with a molecular weight of approximately 311.3 g/mol. It is poorly soluble in water but soluble in ethanol. Pentoxifylline is relatively stable under normal storage conditions but should be protected from light. It is a non-competitive adenosine antagonist with anti-inflammatory and immunomodulatory properties.

How is Pentoxifylline (CAS: 6493-05-6) typically synthesized?

Pentoxifylline (CAS: 6493-05-6) is synthesized via a multistep process involving acylation, reduction, and coupling reactions. The key steps include the acylation of 3-aminopropionitrile followed by reduction to form the intermediate. The final coupling step yields the desired pentoxifylline. Commonly used catalysts include palladium and Lewis acids, with yields typically ranging from 70-85%.

What industries use Pentoxifylline (CAS: 6493-05-6)?

Pentoxifylline (CAS: 6493-05-6) is primarily used in the pharmaceutical industry for its bronchodilatory and anti-inflammatory effects in the treatment of Raynaud's disease and intermittent claudication. It is also studied for its potential applications in neurology, cardiology, and immunology. While it is not commonly used in polymer, sensor, or semiconductor industries, its anti-inflammatory and immunomodulatory properties make it a focus of research in these areas.

What precautions should be taken when handling Pentoxifylline (CAS: 6493-05-6)?

When handling Pentoxifylline (CAS: 6493-05-6), it is important to wear appropriate personal protective equipment (PPE) such as gloves and goggles. Store it in a cool, dry place away from direct light and heat sources. In case of a spill, use a fume hood and follow the manufacturer's safety data sheet (SDS) for cleanup procedures. Pentoxifylline should be handled with care due to its potential for causing skin irritation and eye irritation. Always refer to the latest SDS for detailed safety information.