Home Other Building Blocks 186953-56-0
186953-56-0,MFCD09954138
Catalog No.:AA00ABIF

186953-56-0 | Pafuramidine

Pack Size
Purity
Availability
Price(USD)
Quantity
  
1mg
≥90%
in stock  
$145.00   $101.00
- +
50mg
≥98%
in stock  
$4,045.00   $2,832.00
- +
100mg
≥98%
in stock  
$6,259.00   $4,382.00
- +
  • Technical Information
  • Properties
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00ABIF
Chemical Name:
Pafuramidine
CAS Number:
186953-56-0
Molecular Formula:
C20H20N4O3
Molecular Weight:
364.3978
MDL Number:
MFCD09954138
SMILES:
CON=C(c1ccc(cc1)c1ccc(o1)c1ccc(cc1)C(=NOC)N)N
Properties
Computed Properties
 
Complexity:
477  
Covalently-Bonded Unit Count:
1  
Defined Bond Stereocenter Count:
2  
Heavy Atom Count:
27  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
2  
Rotatable Bond Count:
6  
XLogP3:
3.2  

Literature

Title: Synthesis and antiprotozoal activity of dicationic 2,6-diphenylpyrazines and aza-analogues.

Journal: Bioorganic & medicinal chemistry 20131101

Title: A mouse diversity panel approach reveals the potential for clinical kidney injury due to DB289 not predicted by classical rodent models.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20121201

Title: Translating clinical findings into knowledge in drug safety evaluation--drug induced liver injury prediction system (DILIps).

Journal: PLoS computational biology 20111201

Title: Mechanisms underlying differences in systemic exposure of structurally similar active metabolites: comparison of two preclinical hepatic models.

Journal: The Journal of pharmacology and experimental therapeutics 20110501

Title: Combined treatment of heterocyclic analogues and benznidazole upon Trypanosoma cruzi in vivo.

Journal: PloS one 20110101

Title: Diamidines for human African trypanosomiasis.

Journal: Current opinion in investigational drugs (London, England : 2000) 20100801

Title: Synthesis and antiprotozoal activity of 2,5-bis[amidinoaryl]thiazoles.

Journal: Bioorganic & medicinal chemistry 20100515

Title: Synthesis and antiprotozoal activity of cationic 1,4-diphenyl-1H-1,2,3-triazoles.

Journal: Journal of medicinal chemistry 20100114

Title: Application of monoclonal antibodies to measure metabolism of an anti-trypanosomal compound in vitro and in vivo.

Journal: Journal of clinical laboratory analysis 20100101

Title: Phase I/II evaluation of the prophylactic antimalarial activity of pafuramidine in healthy volunteers challenged with Plasmodium falciparum sporozoites.

Journal: The American journal of tropical medicine and hygiene 20090401

Title: Efficacy of the diamidine DB75 and its prodrug DB289, against murine models of human African trypanosomiasis.

Journal: Acta tropica 20081001

Title: Synthesis and antiprotozoal activity of novel bis-benzamidino imidazo[1,2-a]pyridines and 5,6,7,8-tetrahydro-imidazo[1,2-a]pyridines.

Journal: Bioorganic & medicinal chemistry 20080115

Title: Carbamate prodrugs of N-alkylfuramidines.

Journal: European journal of medicinal chemistry 20080101

Title: Pafuramidine for Pneumocystis jiroveci pneumonia in HIV-infected individuals.

Journal: Expert review of anti-infective therapy 20071201

Title: Human enteric microsomal CYP4F enzymes O-demethylate the antiparasitic prodrug pafuramidine.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20071101

Title: Pharmacokinetics and metabolism of the prodrug DB289 (2,5-bis[4-(N-methoxyamidino)phenyl]furan monomaleate) in rat and monkey and its conversion to the antiprotozoal/antifungal drug DB75 (2,5-bis(4-guanylphenyl)furan dihydrochloride).

Journal: Drug metabolism and disposition: the biological fate of chemicals 20070601

Title: CYP4F enzymes are the major enzymes in human liver microsomes that catalyze the O-demethylation of the antiparasitic prodrug DB289 [2,5-bis(4-amidinophenyl)furan-bis-O-methylamidoxime].

Journal: Drug metabolism and disposition: the biological fate of chemicals 20061201

Title: Synthesis, DNA affinity, and antiprotozoal activity of linear dications: Terphenyl diamidines and analogues.

Journal: Journal of medicinal chemistry 20060824

Title: Diamidines as antitrypanosomal, antileishmanial and antimalarial agents.

Journal: Current opinion in investigational drugs (London, England : 2000) 20060201

Title: Unusual dehydroxylation of antimicrobial amidoxime prodrugs by cytochrome b5 and NADH cytochrome b5 reductase.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20051201

Title: Efficacy of DB289 in Thai patients with Plasmodium vivax or acute, uncomplicated Plasmodium falciparum infections.

Journal: The Journal of infectious diseases 20050715

Title: Treatment and control of human African trypanosomiasis.

Journal: Current opinion in infectious diseases 20041201

Title: O-alkoxyamidine prodrugs of furamidine: in vitro transport and microsomal metabolism as indicators of in vivo efficacy in a mouse model of Trypanosoma brucei rhodesiense infection.

Journal: Journal of medicinal chemistry 20040812

Title: Novel dicationic imidazo[1,2-a]pyridines and 5,6,7,8-tetrahydro-imidazo[1,2-a]pyridines as antiprotozoal agents.

Journal: Journal of medicinal chemistry 20040701

Title: Distribution and quantitation of the anti-trypanosomal diamidine 2,5-bis(4-amidinophenyl)furan (DB75) and its N-methoxy prodrug DB289 in murine brain tissue.

Journal: Acta tropica 20040701

Title: Metabolites of an orally active antimicrobial prodrug, 2,5-bis(4-amidinophenyl)furan-bis-O-methylamidoxime, identified by liquid chromatography/tandem mass spectrometry.

Journal: Journal of mass spectrometry : JMS 20040401

Title: DB-289 Immtech International.

Journal: IDrugs : the investigational drugs journal 20031101

Title: New oral drug for PCP.

Journal: AIDS patient care and STDs 20031101

Title: Synthesis and antiprotozoal activity of aza-analogues of furamidine.

Journal: Journal of medicinal chemistry 20031023

Title: Detection of inhibition of bovine viral diarrhea virus by aromatic cationic molecules.

Journal: Antimicrobial agents and chemotherapy 20030701

Title: Enhanced permeability of the antimicrobial agent 2,5-bis(4-amidinophenyl)furan across Caco-2 cell monolayers via its methylamidoidme prodrug.

Journal: Pharmaceutical research 20021101

Title: Treatment of human African trypanosomiasis--present situation and needs for research and development.

Journal: The Lancet. Infectious diseases 20020701

Title: Characterizing the fragmentation of 2,5-bis (4-amidinophenyl)furan-bis-O-methylamidoxime and selected metabolites using ion trap mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20020101

Title: Lanteri CA, Trumpower BL, Tidwell RR, DB75, a novel trypanocidal agent, disrupts mitochondrial function in Saccharomyces cerevisiae. Antimicrob Agents Chemother. 2004 Oct;48(10):3968-74.

Title: Midgley I, Fitzpatrick K, Taylor LM, Pharmacokinetics and metabolism of the prodrug DB289 (2,5-bis-(N-methoxyamidino)phenylfuran monomaleate) in rat and monkey and its conversion to the antiprotozoal/antifungal drug DB75 (2,5-bis(4-guanylphenyl)furan dihydrochloride). Drug Metab Dispos. 2007 Jun;35(6):955-67.

Title: Sturk LM, Brock JL, Bagnell CR, Distribution and quantitation of the anti-trypanosomal diamidine 2,5-bis(4-amidinophenyl)furan (DB75) and its N-methoxy prodrug DB289 in murine brain tissue. Acta Trop. 2004 Jul;91(2):131-43.

Title: In vitro inhibitory activity against Trypanosoma brucei rhodesiense - BioAssay Summary.

Quotation Request
Company Name:
*
Contact Person:
*
Email:
*
Quantity Required:
*
Country:
Additional Info:
SDS
Related Products of 186953-56-0
Tags:186953-56-0 Molecular Formula|186953-56-0 MDL|186953-56-0 SMILES|186953-56-0 Pafuramidine