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202466-68-0

202466-68-0 | Benzenesulfonamide, 4-amino-N-[2,6-bis(methylamino)-4-pyrimidinyl]-

CAS No: 202466-68-0 Catalog No: AG00288O MDL No:

Product Description

Catalog Number:
AG00288O
Chemical Name:
Benzenesulfonamide, 4-amino-N-[2,6-bis(methylamino)-4-pyrimidinyl]-
CAS Number:
202466-68-0
Molecular Formula:
C12H16N6O2S
Molecular Weight:
308.3594
IUPAC Name:
4-amino-N-[2,6-bis(methylamino)pyrimidin-4-yl]benzenesulfonamide
InChI:
InChI=1S/C12H16N6O2S/c1-14-10-7-11(17-12(15-2)16-10)18-21(19,20)9-5-3-8(13)4-6-9/h3-7H,13H2,1-2H3,(H3,14,15,16,17,18)
InChI Key:
JELFWSXQTXRMAJ-UHFFFAOYSA-N
SMILES:
CNc1nc(NC)nc(c1)NS(=O)(=O)c1ccc(cc1)N

Properties

Complexity:
418  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
308.106g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
8  
Hydrogen Bond Donor Count:
4  
Isotope Atom Count:
0
Molecular Weight:
308.36g/mol
Monoisotopic Mass:
308.106g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
130A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
1.7  

Literature

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5-HT6 antagonism attenuates cue-induced relapse to cocaine seeking without affecting cocaine reinforcement. The international journal of neuropsychopharmacology 20100801
Identification of a novel series of 3-piperidinyl-5-sulfonylindazoles as potent 5-HT6 ligands. Bioorganic & medicinal chemistry letters 20090615
Indene-based scaffolds. 2. An indole-indene switch: discovery of novel indenylsulfonamides as 5-HT6 serotonin receptor agonists. Journal of medicinal chemistry 20090212
Impact of regional 5-HT depletion on the cognitive enhancing effects of a typical 5-ht(6) receptor antagonist, Ro 04-6790, in the Novel Object Discrimination task. Psychopharmacology 20090101
The selective 5-HT(6) receptor antagonist Ro 04-6790 attenuates psychotomimetic effects of the NMDA receptor antagonist MK-801. Behavioural brain research 20080409
Discovery of 3-aryl-3-methyl-1H-quinoline-2,4-diones as a new class of selective 5-HT6 receptor antagonists. Bioorganic & medicinal chemistry letters 20080115
A three-dimensional pharmacophore model for 5-hydroxytryptamine6 (5-HT6) receptor antagonists. Journal of medicinal chemistry 20050630
Medicinal chemistry driven approaches toward novel and selective serotonin 5-HT6 receptor ligands. Journal of medicinal chemistry 20050324
5-HT6 receptor antagonists reverse delay-dependent deficits in novel object discrimination by enhancing consolidation--an effect sensitive to NMDA receptor antagonism. Neuropharmacology 20040801
Reversal of a cholinergic-induced deficit in a rodent model of recognition memory by the selective 5-HT6 receptor antagonist, Ro 04-6790. Psychopharmacology 20031201
Identification of a potent and selective 5-HT(6) antagonist: one-step synthesis of (E)-3-(benzenesulfonyl)-2- (methylsulfanyl)pyrido[1,2-a]pyrimidin-4-ylidenamine from 2-(benzenesulfonyl)-3,3-bis(methylsulfanyl)acrylonitrile. Journal of medicinal chemistry 20031106
An assessment of the effects of serotonin 6 (5-HT6) receptor antagonists in rodent models of learning. The Journal of pharmacology and experimental therapeutics 20031101
Higher-end serotonin receptors: 5-HT(5), 5-HT(6), and 5-HT(7). Journal of medicinal chemistry 20030703
Effect of the 5-HT6 receptor antagonists Ro04-6790 and Ro65-7199 on latent inhibition and prepulse inhibition in the rat: comparison to clozapine. Pharmacology, biochemistry, and behavior 20030501
Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. The Journal of biological chemistry 20020419
DARPP-32 mediates serotonergic neurotransmission in the forebrain. Proceedings of the National Academy of Sciences of the United States of America 20020305
A role for 5-ht6 receptors in retention of spatial learning in the Morris water maze. Neuropharmacology 20010801
5-HT(6) receptor antagonists: lead optimisation and biological evaluation of N-aryl and N-heteroaryl 4-amino-benzene sulfonamides. European journal of medicinal chemistry 20010201
Effects of the 5-HT(6) receptor antagonist Ro 04-6790 on learning consolidation. Behavioural brain research 20010108
5-Chloro-N-(4-methoxy-3-piperazin-1-yl- phenyl)-3-methyl-2-benzothiophenesulfon- amide (SB-271046): a potent, selective, and orally bioavailable 5-HT6 receptor antagonist. Journal of medicinal chemistry 19990128
Involvement of 5-HT6 receptors in nigro-striatal function in rodents. British journal of pharmacology 19981201
The 5-hydroxytryptamine6 receptor-selective radioligand [3H]Ro 63-0563 labels 5-hydroxytryptamine receptor binding sites in rat and porcine striatum. Molecular pharmacology 19980901
Characterization of Ro 04-6790 and Ro 63-0563: potent and selective antagonists at human and rat 5-HT6 receptors. British journal of pharmacology 19980601

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