Bamifylline Hydrochloride

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

MedKoo CAT#: 329311

CAS#: 20684-06-4 (HCl)

Description: Bamifylline Hydrochloride, also known as BAX-2793Z, is an adenosine A1 receptor antagonist uesd to treat bronchiectasis and chronic obstructive pulmonary disease.


Price and Availability

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Bamifylline Hydrochloride (BAX-2793Z) is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

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Theoretical Analysis

MedKoo Cat#: 329311
Name: Bamifylline Hydrochloride
CAS#: 20684-06-4 (HCl)
Chemical Formula: C20H28ClN5O3
Exact Mass:
Molecular Weight: 421.926
Elemental Analysis: C, 56.93; H, 6.69; Cl, 8.40; N, 16.60; O, 11.38


Synonym: Bamifylline Hydrochloride; BAX 2793Z; BAX-2793Z; BAX2793Z; AC 3810; AC-3810; AC3810; Briofil; Trentadil; Pulmac

IUPAC/Chemical Name: 8-benzyl-7-(2-(ethyl(2-hydroxyethyl)amino)ethyl)-1,3-dimethyl-3,7-dihydro-1H-purine-2,6-dione hydrochloride

InChi Key: PDBXHPORMXSXKO-UHFFFAOYSA-N

InChi Code: InChI=1S/C20H27N5O3.ClH/c1-4-24(12-13-26)10-11-25-16(14-15-8-6-5-7-9-15)21-18-17(25)19(27)23(3)20(28)22(18)2;/h5-9,26H,4,10-14H2,1-3H3;1H

SMILES Code: CN(C(N1C)=O)C2=C(N(CCN(CCO)CC)C(CC3=CC=CC=C3)=N2)C1=O.[H]Cl


Technical Data

Appearance:
Solid powder

Purity:
>98% (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

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).

Harmonized System Code:
293490


Additional Information

Related CAS#

2016-63-9 (Bamifylline)
20684-06-4 (Bamifylline Hydrochloride)


References

1: Galvão C, Criado RF, Criado PR, Valente NY, de Mello JF, Fernandes MF. Acute generalized exanthematous pustulosis induced by ingestion of bamifylline. J Eur Acad Dermatol Venereol. 2002 Nov;16(6):634-7. PubMed PMID: 12482053.

2: Carlucci G, Colanzi A, Mazzeo P. Determination of bamifylline hydrochloride impurities in bulk material and pharmaceutical forms using liquid chromatography with ultraviolet detection. J Pharm Biomed Anal. 1990;8(8-12):1067-9. PubMed PMID: 2100589.

3: Turner P, Cattrell WR, Patterson DS. Bamifylline hydrochloride, a new xanthine derivative, in chronic bronchitis. J New Drugs. 1965 Nov-Dec;5(6):333-6. PubMed PMID: 5327280.

4: Dini FL, Pasini G, Cortellini G, Cani E, Bettini R, Garagnani A, Gobbi G, Greco A, Onorato G, Pasini P, et al. Methylxanthine drug therapy in chronic heart failure associated with hypoxaemia: double-blind placebo-controlled clinical trial of doxofylline versus theophylline and bamifylline. Int J Clin Pharmacol Res. 1993;13(6):305-16. PubMed PMID: 8088931.

5: Schiantarelli P, Acerbi D, Botta GC, Bonati L, Capelli P, Rondelli I. Evidence of pulmonary tropism of bamifylline and its main active metabolite. Arzneimittelforschung. 1989 Feb;39(2):215-9. PubMed PMID: 2730690.

6: Dodion L, Aylward M. Metabolic and pharmacokinetic studies on Bamifylline. A review. Rev Inst Hyg Mines (Hasselt). 1978;33(4):204-10. PubMed PMID: 552145.

7: Berti F, Magni F, Rossoni G, Schiantarelli P, Bongrani S, Pasargiklian R. New pharmacological data on the bronchospasmolytic activity of bamifylline. Arzneimittelforschung. 1988 Jan;38(1):40-4. PubMed PMID: 3365275.

8: Bijl D, Speelberg B. Severe bronchial asthma improved on bamifylline. Case report and review. Respiration. 1994;61(5):287-91. Review. PubMed PMID: 7800962.

9: Bongrani S, Razzetti R, Papotti M, Pastore F, Bergamaschi M. Lack of cardiostimulant effects of bamifylline in in vitro and in vivo models. Arzneimittelforschung. 1990 Feb;40(2 Pt 1):169-74. PubMed PMID: 2334457.

10: Segre G, Cerretani D, Moltoni L, Urso R, Fusillo M. Pharmacokinetics of bamifylline during chronic therapy. Arzneimittelforschung. 1990 Apr;40(4):450-2. PubMed PMID: 2357245.

11: Kofman J, Grosclaude M, Ouechni MM, Perrin-Fayolle M. [Comparative effects of bamifylline and theophylline on allergenic bronchospasm induced by the provocative inhalation test : double-blind cross-over study]. Poumon Coeur. 1982 May-Jun;38(3):197-202. French. PubMed PMID: 6752929.

12: Abbracchio MP, Cattabeni F. Selective activity of bamifylline on adenosine A1-receptors in rat brain. Pharmacol Res Commun. 1987 Aug;19(8):537-45. PubMed PMID: 3432321.

13: Offidani C, Ottaviano V, Chiarotti M. Fatal case of bamifylline intoxication. Am J Forensic Med Pathol. 1993 Sep;14(3):244-5. PubMed PMID: 8311058.

14: Berti F, Magni F, Rossoni G, Bongrani S, Schiantarelli P. Pharmacological activity of bamifylline on lung anaphylaxis: in vitro studies. Pharmacol Res. 1990 Mar-Apr;22(2):143-50. PubMed PMID: 1691847.

15: Nicot G, Lachatre G, Gonnet C, Rocca JL, Valette JP, Merle L, Nouaille Y. High-performance liquid chromatographic method for the determination of bamifylline and its three metabolites in human plasma. J Chromatogr. 1983 Oct 14;277:239-49. PubMed PMID: 6643609.