Home Other Building Blocks R121919

R121919

CAS No.:
195055-03-9
Catalog Number:
AG00AB7L
Molecular Formula:
C22H32N6
Molecular Weight:
380.5297
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
1mg
99%
1 week
United States
$240
- +
5mg
99%
1 week
United States
$423
- +
10mg
99%
1 week
United States
$640
- +
25mg
99%
1 week
United States
$1223
- +
50mg
99%
1 week
United States
$2057
- +
Product Description
Catalog Number:
AG00AB7L
Chemical Name:
R121919
CAS Number:
195055-03-9
Molecular Formula:
C22H32N6
Molecular Weight:
380.5297
MDL Number:
MFCD05260874
IUPAC Name:
3-[6-(dimethylamino)-4-methylpyridin-3-yl]-2,5-dimethyl-N,N-dipropylpyrazolo[1,5-a]pyrimidin-7-amine
InChI:
InChI=1S/C22H32N6/c1-8-10-27(11-9-2)20-13-16(4)24-22-21(17(5)25-28(20)22)18-14-23-19(26(6)7)12-15(18)3/h12-14H,8-11H2,1-7H3
InChI Key:
ANNRUWYFVIGKHA-UHFFFAOYSA-N
SMILES:
CCCN(c1cc(C)nc2n1nc(c2c1cnc(cc1C)N(C)C)C)CCC
UNII:
G82N555U1N
Properties
Complexity:
480  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
380.269g/mol
Formal Charge:
0
Heavy Atom Count:
28  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
380.54g/mol
Monoisotopic Mass:
380.269g/mol
Rotatable Bond Count:
7  
Topological Polar Surface Area:
49.6A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.7  
Literature
Title Journal
Behavioral, biological, and chemical perspectives on targeting CRF(1) receptor antagonists to treat alcoholism. Drug and alcohol dependence 20130301
Design, synthesis, and structure-activity relationships of novel pyrazolo[5,1-b]thiazole derivatives as potent and orally active corticotropin-releasing factor 1 receptor antagonists. Journal of medicinal chemistry 20121011
Effects of CB1 and CRF1 receptor antagonists on binge-like eating in rats with limited access to a sweet fat diet: lack of withdrawal-like responses. Physiology & behavior 20120910
Depressive and cardiovascular disease comorbidity in a rat model of social stress: a putative role for corticotropin-releasing factor. Psychopharmacology 20120701
Synthesis and structure-activity relationships of pyrazolo[1,5-a]pyridine derivatives: potent and orally active antagonists of corticotropin-releasing factor 1 receptor. Journal of medicinal chemistry 20120614
Discovery of potent, metabolically stable purine CRF-1 antagonists with differentiated binding kinetic profiles. Bioorganic & medicinal chemistry letters 20111015
Discovery of N-(1-ethylpropyl)-[3-methoxy-5-(2-methoxy-4-trifluoromethoxyphenyl)-6-methyl-pyrazin-2-yl]amine 59 (NGD 98-2): an orally active corticotropin releasing factor-1 (CRF-1) receptor antagonist. Journal of medicinal chemistry 20110623
Persistent anxiolytic affects after chronic administration of the CRF₁ receptor antagonist R121919 in rats. Neuropharmacology 20110601
Lithium, but not fluoxetine or the corticotropin-releasing factor receptor 1 receptor antagonist R121919, increases cell proliferation in the adult dentate gyrus. The Journal of pharmacology and experimental therapeutics 20110401
[¹²⁵I]YP20: a novel radioligand specific for the extracellular domain of the CRF₁ receptor. European journal of pharmacology 20101215
Discovery of NBI-77860/GSK561679, a potent corticotropin-releasing factor (CRF1) receptor antagonist with improved pharmacokinetic properties. Bioorganic & medicinal chemistry letters 20101215
Corticotropin releasing factor-induced amygdala gamma-aminobutyric Acid release plays a key role in alcohol dependence. Biological psychiatry 20100501
Consequences of chronic social stress on behaviour and vasopressin gene expression in the PVN of DBA/2OlaHsd mice--influence of treatment with the CRHR1-antagonist R121919/NBI 30775. Journal of psychopharmacology (Oxford, England) 20090101
2-Arylpyrimidines: novel CRF-1 receptor antagonists. Bioorganic & medicinal chemistry letters 20080815
Restraint stress and ethanol consumption in two mouse strains. Alcoholism, clinical and experimental research 20080501
CRH-sub-1 receptor antagonists for the treatment of depression and anxiety. Experimental and clinical psychopharmacology 20071201
The CRF1 receptor antagonist, R121919, attenuates the severity of precipitated morphine withdrawal. European journal of pharmacology 20070924
The CRF1 receptor antagonist R121919 attenuates the neuroendocrine and behavioral effects of precipitated lorazepam withdrawal. Psychopharmacology 20070601
Corticotropin-releasing factor 1 antagonists selectively reduce ethanol self-administration in ethanol-dependent rats. Biological psychiatry 20070101
Facilitation of cardiac vagal activity by CRF-R1 antagonists during swim stress in rats. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20061201
Dissociation between opioid and CRF1 antagonist sensitive drinking in Sardinian alcohol-preferring rats. Psychopharmacology 20061201
Impact of state of arousal and stress neuropeptides on urodynamic function in freely moving rats. American journal of physiology. Regulatory, integrative and comparative physiology 20060601
Glucocorticoid receptor and treatment of psychotic major depression. Yao xue xue bao = Acta pharmaceutica Sinica 20051101
Enduring, handling-evoked enhancement of hippocampal memory function and glucocorticoid receptor expression involves activation of the corticotropin-releasing factor type 1 receptor. Endocrinology 20050901
Analysis of the hormone-binding domain of steroid receptors using chimeras generated by homologous recombination. Experimental cell research 20050815
Design and synthesis of tricyclic imidazo[4,5-b]pyridin-2-ones as corticotropin-releasing factor-1 antagonists. Journal of medicinal chemistry 20050811
The effects of CRF antagonists, antalarmin, CP154,526, LWH234, and R121919, in the forced swim test and on swim-induced increases in adrenocorticotropin in rats. Psychopharmacology 20050701
Potent, orally active corticotropin-releasing factor receptor-1 antagonists containing a tricyclic pyrrolopyridine or pyrazolopyridine core. Journal of medicinal chemistry 20050616
Identification of molecules potentially involved in mediating the in vivo actions of the corticotropin-releasing hormone receptor 1 antagonist, NBI30775 (R121919). Psychopharmacology 20050601
Corticotropin-releasing hormone-mediated induction of intracellular signaling pathways and brain-derived neurotrophic factor expression is inhibited by the activation of the endocannabinoid system. Endocrinology 20050301
Antidepressant-like activity of corticotropin-releasing factor type-1 receptor antagonists in mice. European journal of pharmacology 20040919
Design of 2,5-dimethyl-3-(6-dimethyl-4-methylpyridin-3-yl)-7-dipropylaminopyrazolo[1,5-a]pyrimidine (NBI 30775/R121919) and structure--activity relationships of a series of potent and orally active corticotropin-releasing factor receptor antagonists. Journal of medicinal chemistry 20040909
Altered serotonergic neurotransmission but normal hypothalamic-pituitary-adrenocortical axis activity in mice chronically treated with the corticotropin-releasing hormone receptor type 1 antagonist NBI 30775. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20031201
Synthesis and SAR of 8-arylquinolines as potent corticotropin-releasing factor1 (CRF1) receptor antagonists. Bioorganic & medicinal chemistry letters 20031006
Role of corticotropin-releasing factor receptors type 1 and 2 in modulating the rat adrenocorticotropin response to stressors. Endocrinology 20030601
The corticotropin-releasing factor1 receptor antagonist R121919 attenuates the behavioral and endocrine responses to stress. The Journal of pharmacology and experimental therapeutics 20030201
Corticotropin-releasing hormone modulators and depression. Current opinion in investigational drugs (London, England : 2000) 20030101
The high-affinity non-peptide CRH1 receptor antagonist R121919 attenuates stress-induced alterations in plasma oxytocin, prolactin, and testosterone secretion in rats. Pharmacopsychiatry 20030101
Treatment of depression with the CRH-1-receptor antagonist R121919: endocrine changes and side effects. Journal of psychiatric research 20030101
3-Aryl pyrazolo[4,3-d]pyrimidine derivatives: Nonpeptide CRF-1 antagonists. Bioorganic & medicinal chemistry letters 20020819
Brain penetrance, receptor occupancy and antistress in vivo efficacy of a small molecule corticotropin releasing factor type I receptor selective antagonist. Neuropsychopharmacology : official publication of the American College of Neuropsychopharmacology 20020801
The CRH1 receptor antagonist R121919 attenuates stress-elicited sleep disturbances in rats, particularly in those with high innate anxiety. Journal of psychiatric research 20020101
Recent advances in the neurobiology of depression. Psychopharmacology bulletin 20020101
Effects of the high-affinity corticotropin-releasing hormone receptor 1 antagonist R121919 in major depression: the first 20 patients treated. Journal of psychiatric research 20000101
Properties