785835-79-2 Usage
Biological Activity
jdtic is a selective inhibitor of kappa opioid receptor with ic50 value of 0.02nm [1].jdtic is one of the kappa opioid receptor selective antagonists. these antagonists are thought as potential pharmacotherapies for addiction, anxiety disorders, depression, psychosis disorders and obesity. because of the unique structural feature of jdtic, it is more selective and potent for kor activity than other kor antagonists. jdtic is shown to block the antinociceptive response of nicotine in the tail-flick test with a dose-dependent manner. it (8 mg/kg) can also block the nicotine withdrawal signs in mice via effecting the expression of a cpa associated with nicotine withdrawal. additionally, jdtic is also reported to decrease the number of somatic withdrawal signs in morphine-dependent rats [2,3].
references
[1] michael p. hedrick, palak gosalia, kelin li, kevin frankowski, shenghua shi, thomas e. prisinzano, frank schoenen, jeffrey aubé, ying su, s. vasile, eduard sergienko, wilson gray, santosh hariharan, loribelle milan, susanne heynen-genel, bryan l. roth, jon evans, vincent setola, thomas d.y. chung, marc caron, laura m. bohn and lawrence s. barak. antagonist for the kappa opioid receptor. molecular libraries. 2011 jun: 1-32.[2] scott p. runyon, lawrence e. brieaddy, s. wayne mascarella, james b. thomas, hernán a. navarro, james l. howard, gerald t. pollard, and f. ivy carroll. analogues of (3r)-7-hydroxy-n-[(1s)-1-{[(3r,4r)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl}-2-methylpropyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide(jdtic). synthesis and in vitro and in vivo opioid receptor antagonist activity. j med chem. 2010 july, 53(14): 5290–5301.[3] k. j. jackson, frank ivy carroll, s. s. negus and m. i. damaj. effect of the selective kappa-opioid receptor antagonist jdtic on nicotine antinociception, reward, and withdrawal in the mouse. psychopharmacology (berl). 2010 june, 210(2): 285–294.
Check Digit Verification of cas no
The CAS Registry Mumber 785835-79-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 7,8,5,8,3 and 5 respectively; the second part has 2 digits, 7 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 785835-79:
(8*7)+(7*8)+(6*5)+(5*8)+(4*3)+(3*5)+(2*7)+(1*9)=232
232 % 10 = 2
So 785835-79-2 is a valid CAS Registry Number.
785835-79-2Relevant articles and documents
Identification of (3R)-7-hydroxy-N-((1S)-1-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1- piperidinyl]methyl}-2-methylpropyl)-1,2,3,4-tetrahydro-3- isoquinolinecarboxamide as a novel potent and selective opioid κ receptor antagonist
Thomas, James B.,Atkinson, Robert N.,Vinson, N. Ariane,Catanzaro, Jennifer L.,Perretta, Carin L.,Fix, Scott E.,Mascarella, S. Wayne,Rothman, Richard B.,Xu, Heng,Dersch, Christina M.,Cantrell, Buddy E.,Zimmerman, Dennis M.,Carroll, F. Ivy
, p. 3127 - 3137 (2007/10/03)
(3R)-7-Hydroxy-N-((1S)-1-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1- piperidinyl]methyl}-2-methylpropyl)-1,2,3,4-tetrahydro-3- isoquinolinecarboxamide (JDTic) was identified as a potent and selective κ opioid receptor antagonist. Structure-activity relationship (SAR) studies on JDTic analogues revealed that the 3R,4R stereochemistry of the 3,4-dimethyl-4-(3-hydroxy-phenyl)piperidine core structure, the 3R attachment of the 7-hydroxy-1,2,3,4-tetrahydroisoquinoline group, and the 1S configuration of the 2-methylpropyl (isopropyl) group were all important to its κ potency and selectivity. The results suggest that, like other κ opioid antagonists such as nor-BNI and GNTI, JDTic requires a second basic amino group to express potent and selective κ antagonist activity in the [35S] GTPγS functional assay. However, unlike previously reported κ antagonists, JDTic also requires a second phenol group in rigid proximity to this second basic amino group. The potent and selective κ antagonist properties of JDTic can be rationalized using the "message-address" concept wherein the (3R,4R)-3,4-dimethyl-4-(hydroxyphenyl)piperidinyl group represents the message, and the basic amino and phenol group in the N substituent constitutes the address. It is interesting to note the structural commonality (an amino and phenol groups) in both the message and address components of JDTic. The unique structural features of JDTic will make this compound highly useful in further characterization of the κ receptor.
