Candoxatril

Title: Candoxatril
CAS Registry Number: 123122-55-4
CAS Name: [4(S)-cis]-4-[[[1-[3-[(2,3-Dihydro-1H-inden-5-yl)oxy]-2-[(2-methoxyethoxy)methyl]-3-oxopropyl]cyclopentyl]carbonyl]amino]cyclohexanecarboxylic acid
Additional Names: (aS)-1-[(cis-4-carboxycyclohexyl)carbamoyl]-a-[(2-methoxyethoxy)methyl]cyclopentanepropionic acid a-5-indanyl ester; (S)-cis-4-[1-[2-(5-indanyloxycarbonyl)-3-(2-methoxyethoxy)propyl]-1-cyclopentanecarboxamido]-1-cyclohexanecarboxylic acid
Manufacturers' Codes: UK-79300
Molecular Formula: C29H41NO7
Molecular Weight: 515.64
Percent Composition: C 67.55%, H 8.01%, N 2.72%, O 21.72%
Literature References: Neutral endopeptidase inhibitor. Prepn: I. T. Barnish et al., EP 274234; eidem, US 5030654 (1988, 1991 both to Pfizer). Enzyme inhibition and pharmacology: J. C. Danilewicz et al., Biochem. Biophys. Res. Commun. 164, 58 (1989). Clinical pharmacokinetics and effect on plasma ANP: J. G. Motwani et al., Clin. Pharmacol. Ther. 54, 661 (1993). Clinical evaluation in congestive heart failure: C. D. Kimmelstiel et al., Cardiology 87, 46 (1996).
Properties: White crystals, mp 107-109°. [a]D -5.8° (c = 1 in methanol).
Melting point: mp 107-109°
Optical Rotation: [a]D -5.8° (c = 1 in methanol)
Derivative Type: Diacid
CAS Registry Number: 123122-54-3
Additional Names: Candoxatrilat
Manufacturers' Codes: UK-73967
Molecular Formula: C20H33NO7
Molecular Weight: 399.48
Percent Composition: C 60.13%, H 8.33%, N 3.51%, O 28.04%
Properties: White crystals from ethyl acetate, mp 108.5-109.1°. [a]D +1.4° (c = 1 in methanol).
Melting point: mp 108.5-109.1°
Optical Rotation: [a]D +1.4° (c = 1 in methanol)
Therap-Cat: In treatment of congestive heart failure.
Keywords: Neutral Endopeptidase Inhibitor.
Canertinib Canfosfamide Cangrelor Cannabinol Cantharidin

Candoxatril
Candoxatril.png
Identifiers
CAS number 118785-03-8
PubChem 122116, 5362417
ChemSpider 16736409
DrugBank DB00616
MeSH candoxatril
Jmol-3D images Image 1
Properties
Molecular formula C29H41NO7
Molar mass 515.638
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Candoxatril is the orally active prodrug[1] of candoxatrilat (UK-73967) human neutral endopeptidase (Neprilysin) as the neutral endopeptidase 24.11[2] complexed (RB-101) with phosphoramidon degrades and inactivates[3] a number of bioactive peptides. Two multiply connected folding domains[3] of the neutral endopeptidase locus[3] splicing of exons 1, 2a, or 2b to the common exon 3 composed of 24 exons of the human CALLA/NEP gene[2] containing the active site, it is known as peptidase family M13 (neprilysin family, clan MA(E)) the gluzincins a faint but significant structural relationship of the metzincins[4][5][6][7] to the thermolysin-like enzymes,[5] Zincin is the simplest descriptor of biological space.[8] The structure reveals two multiply connected folding domains which embrace a large central cavity containing the active site of the 5-indanyl ester prodrug candoxatril[9] and differs from phosphoramidon [N-(N-(((6-Deoxy-α-L-mannopyranosyl)oxy)hydroxyphosphinyl)-L- leucyl)-L-tryptophan] in several respects the structure of human neutral endopeptidase complexed with phosphoramidon is lost due to desolvation[9] of the enzyme and ligand on formation of the complex Candoxatril.