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P1784

Pentoxifylline

Phosphodiesterase inhibitor, solid

Synonym(s):

3,7-Dimethyl-1-(5-oxohexyl)xanthine, Trental

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About This Item

Empirical Formula (Hill Notation):
C13H18N4O3
CAS Number:
6493-05-6
Molecular Weight:
278.31
NACRES:
NA.77
PubChem Substance ID:
24278190
UNSPSC Code:
41106305
EC Number:
229-374-5
MDL number:
MFCD00063379

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Product Name

Pentoxifylline, solid

InChI key

MQGNNJQTNFHNHK-UHFFFAOYSA-N

InChI

1S/C13H20N4O3/c1-9(18)6-4-5-7-17-12(19)10-11(14-8-15(10)2)16(3)13(17)20/h8,10-11H,4-7H2,1-3H3

SMILES string

CN1C=NC2C1C(=O)N(CCCCC(C)=O)C(=O)N2C

form

solid

color

white

solubility

H2O: ≥43 mg/mL, colorless to almost colorless

originator

Sanofi Aventis

Quality Level

100

Gene Information

human ... ADORA2B(136), LITAF(9516), PDE4B(5142), TNF(7124)
rat ... Tnf(24835)

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1 of 4

This Item
P96891508901D134
Pentoxifylline solid

Sigma-Aldrich

P1784

Pentoxifylline

Propentofylline solid

Sigma-Aldrich

P9689

Propentofylline

Pentoxifylline United States Pharmacopeia (USP) Reference Standard

USP

1508901

Pentoxifylline

3,7-Dimethyl-1-propargylxanthine ≥98% (HPLC), powder

Sigma-Aldrich

D134

3,7-Dimethyl-1-propargylxanthine

form

solid

form

solid

form

-

form

powder

Quality Level

100

Quality Level

100

Quality Level

-

Quality Level

100

solubility

H2O: ≥43 mg/mL, colorless to almost colorless

solubility

H2O: 12.4 mg/mL

solubility

-

solubility

DMSO: 15 mg/mL, clear

color

white

color

white

color

-

color

white to beige

originator

Sanofi Aventis

originator

-

originator

-

originator

-

Gene Information

human ... ADORA2B(136), LITAF(9516), PDE4B(5142), TNF(7124)
rat ... Tnf(24835)

Gene Information

human ... ADORA1(134), PRKAR1A(5573), PRKAR1AP(5574), PRKAR1B(5575), PRKAR2A(5576), PRKAR2B(5577)

Gene Information

-

Gene Information

human ... ADORA2A(135), ADORA2B(136)
rat ... Adora1(29290), Adora2a(25369)

Application

Pentoxifylline has been used:
  • used in the combinatorial treatment with itraconazole for paracoccidioidomycosis (PCM)[1]
  • to treat harvested sperms to check the effect of ′pentoxifylline exposed sperms′ in the contribution of embryonic growth[2]
  • to intrathecally inject female and male mice to investigate whether astrocytes and microglia could be causally involved in the maintenance of pain-like behaviour[3]

Biochem/physiol Actions

Pentoxifylline (PTX) is considered as a nonspecific phosphodiesterase inhibitor. It possesses rheologic properties. Pentoxifylline is used to treat peripheral vascular disease.[4] It has the ability to block the phosphorylation of I kappa B-alpha (IĸBα) in serines 32 and 36.[5]
Phosphodiesterase inhibitor; inhibits synthesis of tumor necrosis factor α (TNF-α).

Features and Benefits

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Histamine Synthesis and Metabolism and Phosphodiesterases pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.
This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302,H362

Hazard Classifications

Acute Tox. 4 Oral - Lact.

Storage Class

11 - Combustible Solids

wgk

WGK 3

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN9249
BCCM2481
BCCJ8061
BCCJ7939
BCCK3414

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PP-023-Effect of ICSI with `pentoxifylline exposed sperms? on subsequent embryo development
Mangoli V S, et al.
Reproductive Biomedicine Online, 32, S11-S11 (2016)
B K Reuter et al.
The American journal of physiology, 277(4 Pt 1), G847-G854 (1999-10-12)
Although the ability of nonsteriodal anti-inflammatory drugs (NSAIDs) to injure the small intestine has been well established in humans and animals, the mechanism involved in this type of injury has yet to be elucidated. The cytokine tumor necrosis factor-alpha (TNF-alpha)
Maria Del Mar Castro et al.
Pathogens (Basel, Switzerland), 11(3) (2022-03-27)
Addition of the immunomodulator pentoxifylline (PTX) to antimonial treatment of mucosal leishmaniasis has shown increased efficacy. This randomized, double-blind, placebo-controlled trial evaluated whether addition of pentoxifylline to meglumine antimoniate (MA) treatment improves therapeutic response in cutaneous leishmaniasis (CL) patients. Seventy-three
Pentoxifylline for Renal Protection in Diabetic Kidney Disease. A Model of Old Drugs for New Horizons
Donate-Correa J T, et al.
Journal of clinical medicine, 8(3), 287-287 (2019)
Combined itraconazole-pentoxifylline treatment promptly reduces lung fibrosis induced by chronic pulmonary paracoccidioidomycosis in mice
Naranjo T W, et al.
Pulmonary Pharmacology & Therapeutics, 24(1), 81-91 (2011)
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