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MedKoo Cat#: 317774 | Name: Enprofylline
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Description:

WARNING: This product is for research use only, not for human or veterinary use.

Enprofylline is a xanthine derivative used in the treatment of asthma, which acts as a bronchodilator. It acts primarily as a competitive nonselective phosphodiesterase inhibitor with relatively little activity as a nonselective adenosine receptor antagonist. Enprofylline is used in asthma, chronic obstructive pulmonary disease, and in the management of cerebrovascular insufficiency, sickle cell disease, and diabetic neuropathy. Long-term enprofylline administration may be associated with elevation in liver enzyme levels and unpredictable blood levels.

Chemical Structure

Enprofylline
Enprofylline
CAS#41078-02-8

Theoretical Analysis

MedKoo Cat#: 317774

Name: Enprofylline

CAS#: 41078-02-8

Chemical Formula: C8H10N4O2

Exact Mass: 194.0804

Molecular Weight: 194.19

Elemental Analysis: C, 49.48; H, 5.19; N, 28.85; O, 16.48

Price and Availability

Size Price Availability Quantity
10mg USD 250.00 2 Weeks
25mg USD 450.00 2 Weeks
50mg USD 750.00 2 Weeks
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Related CAS #
No Data
Synonym
Enprofylline; 3-Propylxanthine; 3-n-Propylxanthine; Enprofyllinum; Enprofilina; Nilyph; D 4028; D4028; D-4028
IUPAC/Chemical Name
3-propyl-7H-purine-2,6-dione
InChi Key
SIQPXVQCUCHWDI-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H10N4O2/c1-2-3-12-6-5(9-4-10-6)7(13)11-8(12)14/h4H,2-3H2,1H3,(H,9,10)(H,11,13,14)
SMILES Code
CCCN1C2=C(C(=O)NC1=O)NC=N2
Appearance
Solid powder
Purity
>95% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO, not in water
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 194.19 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Mojsilovic-Petrovic J, Arneja A, Kalb RG. Enprofylline protects motor neurons from in vitro excitotoxic challenge. Neurodegener Dis. 2005;2(3-4):160-5. PubMed PMID: 16909021. 2: Feoktistov I, Biaggioni I. Adenosine A2b receptors evoke interleukin-8 secretion in human mast cells. An enprofylline-sensitive mechanism with implications for asthma. J Clin Invest. 1995 Oct;96(4):1979-86. PubMed PMID: 7560091; PubMed Central PMCID: PMC185836. 3: Chapman KR, Ljungholm K, Kallen A. Long-term xanthine therapy of asthma. Enprofylline and theophylline compared. International Enprofylline Study Group. Chest. 1994 Nov;106(5):1407-13. PubMed PMID: 7956392. 4: Nadai M, Hasegawa T, Wang L, Tagaya O, Nabeshima T. Alterations in the pharmacokinetics and protein binding of enprofylline in Eisai hyperbilirubinemic rats. Drug Metab Dispos. 1994 Jul-Aug;22(4):561-5. PubMed PMID: 7956730. 5: David-Wang AS, Scarth B, Freeman D, Chapman KR. A rapid monoclonal antibody blood theophylline assay; lack of cross-reactivity with enprofylline. Ther Drug Monit. 1994 Jun;16(3):323-6. PubMed PMID: 8085286. 6: Muraoka I, Hasegawa T, Nadai M, Wang L, Tagaya O, Nabeshima T. Influence of age on the disposition and renal handling of enprofylline in rats. J Pharm Pharmacol. 1994 Mar;46(3):230-4. PubMed PMID: 8027934. 7: Nadai M, Hasegawa T, Kato K, Wang L, Nabeshima T, Kato N. The disposition and renal handling of enprofylline in endotoxemic rats by bacterial lipopolysaccharide (LPS). Drug Metab Dispos. 1993 Jul-Aug;21(4):611-6. PubMed PMID: 8104119. 8: Barlinski J, Lockhart A, Frossard N. Modulation by theophylline and enprofylline of the excitatory non-cholinergic transmission in guinea-pig bronchi. Eur Respir J. 1992 Nov;5(10):1201-5. PubMed PMID: 1486966. 9: Nadai M, Hasegawa T, Muraoka I, Takagi K, Nabeshima T. Dose-dependent pharmacokinetics of enprofylline and its renal handling in rats. J Pharm Sci. 1991 Jul;80(7):648-52. PubMed PMID: 1941561. 10: Youngchaiyud P, Charoenratanakul S, Nana A, Wong E, Laxmyr L, Bamberg P. Intravenous enprofylline in the treatment of patients with acute asthma. J Int Med Res. 1990 Nov-Dec;18(6):473-82. PubMed PMID: 2292329. 11: Chapman KR, Boucher S, Hyland RH, Day A, Kreisman H, Rivington R, Hodder RV, York EL, Abboud RT, Peters S, et al. A comparison of enprofylline and theophylline in the maintenance therapy of chronic reversible obstructive airway disease. J Allergy Clin Immunol. 1990 Feb;85(2):514-21. PubMed PMID: 2406328. 12: Koëter GH, Kraan J, Boorsma M, Jonkman JH, van der Mark TW. Effect of theophylline and enprofylline on bronchial hyperresponsiveness. Thorax. 1989 Dec;44(12):1022-6. PubMed PMID: 2694418; PubMed Central PMCID: PMC1020878. 13: Chapman KR, Bryant D, Marlin GE, Mitchell C, Ruffin R, Inouye T, Pedersen B, Koskinen S, Osen SS, Ringdal N, et al. A placebo-controlled dose-response study of enprofylline in the maintenance therapy of asthma. Am Rev Respir Dis. 1989 Mar;139(3):688-93. PubMed PMID: 2647007. 14: Persson CG, Andersson PT, Gustafsson B. Budesonide reduces sensitivity to antigen but does not alter baseline tone or responsiveness to carbachol, terbutaline, and enprofylline in IgE-sensitized guinea-pig tracheae. Int Arch Allergy Appl Immunol. 1989;88(4):381-5. PubMed PMID: 2722258. 15: Chapman BJ, McDonald C, Capewell S, Frame MH, Crompton GK. Enprofylline in chronic asthma. Br J Dis Chest. 1988 Oct;82(4):354-9. PubMed PMID: 3076790. 16: Hsieh JY, Thornton TJ, Bayne WF. High-performance liquid chromatographic determination of enprofylline in human plasma. J Chromatogr. 1988 Aug 19;430(1):175-9. PubMed PMID: 3215954. 17: Laursen LC, Borgå O, Ljungholm K, Weeke B. Transfer of enprofylline into breast milk. Ther Drug Monit. 1988;10(2):150-2. PubMed PMID: 3381231. 18: Kraan J, Jonkman JH, Koëter GH, Gips CH, de Jong PE, van der Mark TW, Ekman I, de Zeeuw RA. The pharmacokinetics of theophylline and enprofylline in patients with liver cirrhosis and in patients with chronic renal disease. Eur J Clin Pharmacol. 1988;35(4):357-62. PubMed PMID: 3197743. 19: Maxwell DL, Fuller RW, Conradson TB, Dixon CM, Aber V, Hughes JM, Barnes PJ. Contrasting effects of two xanthines, theophylline and enprofylline, on the cardio-respiratory stimulation of infused adenosine in man. Acta Physiol Scand. 1987 Nov;131(3):459-65. PubMed PMID: 3425350. 20: Murciano D, Aubier M, Viirès N, Mal H, Pariente R. Effects of theophylline and enprofylline on diaphragmatic contractility. J Appl Physiol (1985). 1987 Jul;63(1):51-7. PubMed PMID: 3624149.