385769-84-6 Usage
Description
Amino tadalafil is an analog of tadalafil , a potent inhibitor of phosphodiesterase 5 with applications in several conditions, including erectile dysfunction, pulmonary arterial hypertension, and lower urinary tract dysfunction. Amino tadalafil has been detected as an illegal adulterant in a dietary supplement marketed for “tonic effect.”
Chemical Properties
White Solid
Uses
Amino Tadalafil is a drug analog of Tadalafil that used to treatment of male erectile dysfunction drugs.
Mechanism of action
Amino tadalafil is a potent inhibitor of phosphodiesterase 5 (PDE5).PDE5, an enzyme found primarily in the smooth muscle of the corpus cavernosum, selectively cleaves and degrades cGMP to 5′-GMP. PDE5 inhibitors are similar in structure to cGMP and they competitively bind to PDE5 and inhibit cGMP hydrolysis, thus enhancing the effects of NO, resulting in prolonging an erection.
in vitro
amino-tadalafil is a structural analogue of tadalafil, the active pharmaceutical ingredient in cialis, a prescription drug approved in the us for treatment of erectile dysfunction (ed). similarly, there have also been reports of herbal or dietary supplements being adulterated with designer ed analogues such as amino-tadalafil [1].
in vivo
in rats treated with both melatonin and tadalafil, the recoveries were more pronounced than in rats given either melatonin or tadalafil alone. the icp/mean arterial pressure value in vehicle-treated rats was significantly higher than in the control group, while in the tadalafil- and tadalafil + melatonin-treated groups have returned this value had returned to control levels. in addition, as an individual treatment, and especially when combined with tadalafil, melatonin prevented spinal cord injury (sci)-induced oxidative damage to cavernosal tissues and restored ed, most likely due to its anti-oxidant effects [2].
references
[1] hadwiger me, trehy ml, ye w, moore t, allgire j, westenberger b. identification of amino-tadalafil and rimonabant in electronic cigarette products using high pressure liquid chromatography with diode array and tandem mass spectrometric detection. j chromatogr a. 2010 nov 26;1217(48):7547-55. [2] tavuk u hh, sener te, tinay i, akbal c, er ahin m, cevik o, cadirci s, reiter rj, sener g. melatonin and tadalafil treatment improves erectile dysfunction after spinal cord injury in rats. clin exp pharmacol physiol. 2014 apr;41(4):309-16.
Check Digit Verification of cas no
The CAS Registry Mumber 385769-84-6 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 3,8,5,7,6 and 9 respectively; the second part has 2 digits, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 385769-84:
(8*3)+(7*8)+(6*5)+(5*7)+(4*6)+(3*9)+(2*8)+(1*4)=216
216 % 10 = 6
So 385769-84-6 is a valid CAS Registry Number.
385769-84-6Relevant articles and documents
Drug to genome to drug: Discovery of new antiplasmodial compounds
Beghyn, Terence B.,Charton, Julie,Leroux, Florence,Laconde, Guillaume,Bourin, Arnaud,Cos, Paul,Maes, Louis,Deprez, Benoit
, p. 3222 - 3240 (2011/06/27)
Figure Presented. The dominant strategy for discovery of new antimalarial drugs relies on cell-free assays on specific biochemical pathways of Plasmodium falciparum. However, it appears that screening directly on the parasite is a more rewarding approach. The drug to genome to drug approach consists of testing a small set of structural analogues of a drug acting on human proteins that have plasmodial orthologues. Both man and plasmodium possess cyclic nucleotide phosphodiesterases (PDEs) that are key players of cell homeostasis. We synthesized and tested 40 analogues of tadalafil, a human PDE5 inhibitor, on P. falciparum in culture and obtained potent inhibitors of parasite growth. We discuss the structure-activity relationships, which support the hypothesis that our compounds kill the parasite via inhibition of plasmodial PDE activity. We also prove that antiplasmodial derivatives inhibit the hydrolysis of cyclic nucleotides of the parasite, validating the cAMP/cGMP pathways as therapeutic targets against Plasmodium falciparum.
