Home Halogens 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(4-chlorophenyl)-1,3-dihydro-1-methyl-

2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(4-chlorophenyl)-1,3-dihydro-1-methyl-

CAS No.:
14439-61-3
Catalog Number:
AG001JG4
Molecular Formula:
C16H12Cl2N2O
Molecular Weight:
319.1853
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Purity
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Product Description
Catalog Number:
AG001JG4
Chemical Name:
2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(4-chlorophenyl)-1,3-dihydro-1-methyl-
CAS Number:
14439-61-3
Molecular Formula:
C16H12Cl2N2O
Molecular Weight:
319.1853
MDL Number:
MFCD00043406
IUPAC Name:
7-chloro-5-(4-chlorophenyl)-1-methyl-3H-1,4-benzodiazepin-2-one
InChI:
InChI=1S/C16H12Cl2N2O/c1-20-14-7-6-12(18)8-13(14)16(19-9-15(20)21)10-2-4-11(17)5-3-10/h2-8H,9H2,1H3
InChI Key:
PUMYFTJOWAJIKF-UHFFFAOYSA-N
SMILES:
Clc1ccc(cc1)C1=NCC(=O)N(c2c1cc(Cl)cc2)C
UNII:
2QW0IK1742
Properties
Complexity:
432  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
318.033g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
319.185g/mol
Monoisotopic Mass:
318.033g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
32.7A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
3.8  
Literature
Title Journal
Inhibitory effects of benzodiazepines on the adenosine A(2B) receptor mediated secretion of interleukin-8 in human mast cells. European journal of pharmacology 20130130
Design, synthesis and structure-activity relationships of novel benzoxazolone derivatives as 18 kDa translocator protein (TSPO) ligands. Bioorganic & medicinal chemistry 20120915
Synaptic and nonsynaptic mitochondria demonstrate a different degree of calcium-induced mitochondrial dysfunction. Life sciences 20120522
Synthesis and biological evaluation of 4-phenylquinazoline-2-carboxamides designed as a novel class of potent ligands of the translocator protein. Journal of medicinal chemistry 20120510
The role of 18 kDa mitochondrial translocator protein (TSPO) in programmed cell death, and effects of steroids on TSPO expression. Current molecular medicine 20120501
Translocator protein (TSPO) in breast cancer. Current molecular medicine 20120501
LXR and TSPO as new therapeutic targets to increase the levels of neuroactive steroids in the central nervous system of diabetic animals. Neurochemistry international 20120501
Actions of translocator protein ligands on neutrophil adhesion and motility induced by G-protein coupled receptor signaling. Biochemical and biophysical research communications 20120113
The translocator protein (peripheral benzodiazepine receptor) mediates rat-selective activation of the mitochondrial permeability transition by norbormide. Biochimica et biophysica acta 20111201
Improvement of cerebral metabolism mediated by Ro5-4864 is associated with relief of intracranial pressure and mitochondrial protective effect in experimental brain injury. Pharmaceutical research 20111101
Dynamic modulation of Ca2+ sparks by mitochondrial oscillations in isolated guinea pig cardiomyocytes under oxidative stress. Journal of molecular and cellular cardiology 20111101
Biophysical properties and functional consequences of reactive oxygen species (ROS)-induced ROS release in intact myocardium. The Journal of physiology 20111101
Tertiary amides with a five-membered heteroaromatic ring as new probes for the translocator protein. European journal of medicinal chemistry 20110901
Erythrocyte peripheral type benzodiazepine receptor/voltage-dependent anion channels are upregulated by Plasmodium falciparum. Blood 20110825
Translocator protein (18 kDa)/peripheral benzodiazepine receptor specific ligands induce microglia functions consistent with an activated state. Glia 20110201
Evaluation of novel N1-methyl-2-phenylindol-3-ylglyoxylamides as a new chemotype of 18 kDa translocator protein-selective ligand suitable for the development of positron emission tomography radioligands. Journal of medicinal chemistry 20110113
4'-chlorodiazepam--agonist of peripheral benzodiazepine receptors as a protecting factor in IL-1 induced deregulation of collagen biosynthesis in cultured human chondrocytes. European journal of pharmacology 20101125
Peripheral benzodiazepine receptor ligand Ro5-4864 inhibits isoprenaline-induced cardiac hypertrophy in rats. European journal of pharmacology 20101010
Overexpression of translocator protein in inflammatory bowel disease: potential diagnostic and treatment value. Inflammatory bowel diseases 20100901
Antiproliferative effect of peripheral benzodiazepine receptor antagonist PK11195 in rat mammary tumor cells. Molecular and cellular biochemistry 20100701
Novel irreversible fluorescent probes targeting the 18 kDa translocator protein: synthesis and biological characterization. Journal of medicinal chemistry 20100527
4'-Chlorodiazepam, a translocator protein (18 kDa) antagonist, improves cardiac functional recovery during postischemia reperfusion in rats. Experimental biology and medicine (Maywood, N.J.) 20100401
Suppressive effect of diazepam on IFN-gamma production by human T cells. International immunopharmacology 20100301
Translocator protein (18 kDa) mediates the pro-growth effects of diazepam on Ehrlich tumor cells in vivo. European journal of pharmacology 20100125
Reversal of propoxur-induced impairment of memory and oxidative stress by 4'-chlorodiazepam in rats. Naunyn-Schmiedeberg's archives of pharmacology 20100101
Neuroprotective effects of a ligand of translocator protein-18 kDa (Ro5-4864) in experimental diabetic neuropathy. Neuroscience 20091201
Allosteric modulation by benzodiazepines of GABA-gated chloride channels of an identified insect motor neurone. Invertebrate neuroscience : IN 20091101
Spinal translocator protein (TSPO) modulates pain behavior in rats with CFA-induced monoarthritis. Brain research 20090825
The translocator protein (18 kDa): central nervous system disease and drug design. Journal of medicinal chemistry 20090212
Neuroprotective effect of Ro5-4864 following brain injury. Experimental neurology 20081201
Effects of Vinpocetine on mitochondrial function and neuroprotection in primary cortical neurons. Neurochemistry international 20081201
Anxiolytic-like effects of N,N-dialkyl-2-phenylindol-3-ylglyoxylamides by modulation of translocator protein promoting neurosteroid biosynthesis. Journal of medicinal chemistry 20080925
Effects of 4'-chlorodiazepam on cellular excitation-contraction coupling and ischaemia-reperfusion injury in rabbit heart. Cardiovascular research 20080701
Synthesis, fluorine-18 radiolabeling, and in vitro characterization of 1-iodophenyl-N-methyl-N-fluoroalkyl-3-isoquinoline carboxamide derivatives as potential PET radioligands for imaging peripheral benzodiazepine receptor. Bioorganic & medicinal chemistry 20080601
Control of peripheral benzodiazepine receptor-mediated breast cancer in rats by soy protein. Molecular carcinogenesis 20080401
Ro5-4864 promotes neonatal motor neuron survival and nerve regeneration in adult rats. The European journal of neuroscience 20080201
Steroidogenesis in BeWo cells: role of protein kinase A and benzodiazepines. The international journal of biochemistry & cell biology 20080101
Ligands of the mitochondrial 18 kDa translocator protein attenuate apoptosis of human glioblastoma cells exposed to erucylphosphohomocholine. Cellular oncology : the official journal of the International Society for Cellular Oncology 20080101
The scale-free dynamics of eukaryotic cells. PloS one 20080101
The potential anticancer agent PK11195 induces apoptosis irrespective of p53 and ATM status in chronic lymphocytic leukemia cells. Haematologica 20071201
Peripheral benzodiazepine receptor-induced myocardial protection is mediated by inhibition of mitochondrial membrane permeabilization. The Journal of pharmacology and experimental therapeutics 20071001
Intracellular cholesterol changes induced by translocator protein (18 kDa) TSPO/PBR ligands. Neuropharmacology 20070801
Sequential opening of mitochondrial ion channels as a function of glutathione redox thiol status. The Journal of biological chemistry 20070727
The peripheral-type benzodiazepine receptor is involved in control of Ca2+-induced permeability transition pore opening in rat brain mitochondria. Cell calcium 20070701
Characterization of two classes of benzodiazepine binding sites in Schistosoma mansoni. Parasitology 20070701
Novel 1,4-benzodiazepine derivatives with antiproliferative properties on tumor cell lines. Bioorganic & medicinal chemistry letters 20070501
Inhibition of the mitochondrial F1F0-ATPase by ligands of the peripheral benzodiazepine receptor. Bioorganic & medicinal chemistry letters 20070315
[Peripheral benzodiazepine receptor agonist Ro5-4864 inhibits mitochondrial permeability transition in rat heart]. Sheng li xue bao : [Acta physiologica Sinica] 20070225
New fluorescent 2-phenylindolglyoxylamide derivatives as probes targeting the peripheral-type benzodiazepine receptor: design, synthesis, and biological evaluation. Journal of medicinal chemistry 20070125
A novel conjugable translocator protein ligand labeled with a fluorescence dye for in vitro imaging. Bioconjugate chemistry 20070101
Channel-like functions of the 18-kDa translocator protein (TSPO): regulation of apoptosis and steroidogenesis as part of the host-defense response. Current pharmaceutical design 20070101
Effects of peripheral-type benzodiazepine receptor ligands on Ehrlich tumor cell proliferation. European journal of pharmacology 20061121
Discovery of antiglioma activity of biaryl 1,2,3,4-tetrahydroisoquinoline derivatives and conformationally flexible analogues. Journal of medicinal chemistry 20060921
The peripheral-type benzodiazepine receptor and the cardiovascular system. Implications for drug development. Pharmacology & therapeutics 20060601
5-aryl-imidazo[2,1-c][1,4]benzodiazepine derivatives as tricyclic constrained analogues of diazepam and Ro5-4864. Synthesis and binding properties at peripheral and central benzodiazepine receptors. Die Pharmazie 20060601
Microsphere-based protease assays and screening application for lethal factor and factor Xa. Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501
Increased expression of peripheral benzodiazepine receptor (PBR) in dimethylbenz[a]anthracene-induced mammary tumors in rats. Glycoconjugate journal 20060501
Implication of glucocorticoid in anti-inflammatory effects of Ro5-4864 in mouse pleurisy induced by carrageenan. Life sciences 20060313
Peripheral benzodiazepine receptor: characterization in human T-lymphoma Jurkat cells. Molecular pharmacology 20060101
PK11195 potently sensitizes to apoptosis induction independently from the peripheral benzodiazepin receptor. Oncogene 20051117
Ro5-4864, a synthetic ligand of peripheral benzodiazepine receptor, reduces aging-associated myelin degeneration in the sciatic nerve of male rats. Mechanisms of ageing and development 20051101
Role of the peripheral benzodiazepine receptor in sensory neuron regeneration. Molecular and cellular neurosciences 20051001
Modulation of cholinephosphotransferase activity in breast cancer cell lines by Ro5-4864, a peripheral benzodiazepine receptor agonist. Biochemical and biophysical research communications 20050722
Ro5-4864, a peripheral benzodiazepine receptor ligand, reduces reactive gliosis and protects hippocampal hilar neurons from kainic acid excitotoxicity. Journal of neuroscience research 20050401
Peripheral benzodiazepine receptor (PBR) ligand cytotoxicity unrelated to PBR expression. Biochemical pharmacology 20050301
Benzodiazepine receptor-dependent modulation of neutrophil (PMN) free amino- and alpha-keto acid profiles or immune functions. Amino acids 20050201
Evidence in favour of a role for peripheral-type benzodiazepine receptor ligands in amplification of neuronal apoptosis. Apoptosis : an international journal on programmed cell death 20050101
Nootropic nefiracetam inhibits proconvulsant action of peripheral-type benzodiazepines in epileptic mutant EL mice. Annals of the New York Academy of Sciences 20041001
Monitoring drug-induced neurodegeneration by imaging of peripheral benzodiazepine receptors. Annals of the New York Academy of Sciences 20041001
Peripheral type benzodiazepine receptor in human parathyroid glands: up-regulation in adenoma. Journal of endocrinological investigation 20041001
The role of peripheral benzodiazepine receptors on the function and survival of isolated human pancreatic islets. European journal of endocrinology 20040801
Peripheral benzodiazepine receptor ligands: mitochondrial transmembrane potential depolarization and apoptosis induction in rat C6 glioma cells. Biochemical pharmacology 20040701
Functional characterization and expression of PBR in rat gastric mucosa: stimulation of chloride secretion by PBR ligands. American journal of physiology. Gastrointestinal and liver physiology 20040601
Antinociceptive effects of peripheral benzodiazepine receptors. Pharmacology 20040401
N,N-dialkyl-2-phenylindol-3-ylglyoxylamides. A new class of potent and selective ligands at the peripheral benzodiazepine receptor. Journal of medicinal chemistry 20040325
Involvement of steroids in anti-inflammatory effects of peripheral benzodiazepine receptor ligands. Life sciences 20040130
Peripheral benzodiazepine receptors in potatoes (Solanum tuberosum). Biochemical and biophysical research communications 20040102
Effects of peripheral benzodiazepine receptor ligands on proliferation and differentiation of human mesenchymal stem cells. Journal of cellular physiology 20040101
Benzodiazepine binding to mitochondrial membranes of the amoeba Acanthamoeba castellanii and the yeast Saccharomyces cerevisiae. Acta biochimica Polonica 20040101
Effects of acute and long-term diazepam administrations on neutrophil activity: a flow cytometric study. European journal of pharmacology 20031008
Structure activity studies of a novel cytotoxic benzodiazepine. Bioorganic & medicinal chemistry letters 20031006
Ligands of the peripheral benzodiazepine receptor have therapeutic effects in pneumopathies in vivo. Immunology letters 20030908
Anticholinergic and antiglutamatergic agents protect against soman-induced brain damage and cognitive dysfunction. Toxicological sciences : an official journal of the Society of Toxicology 20030901
Antidepressant-like effect of Ro5-4864, a peripheral-type benzodiazepine receptor ligand, in forced swimming test. European journal of pharmacology 20030613
Comparison of two PBR ligands with classical antiinflammatory drugs in LPS-induced arthritis in rats. Life sciences 20030425
Benzodiazepine-induced protein tyrosine nitration in rat astrocytes. Hepatology (Baltimore, Md.) 20030201
Peripheral benzodiazepine receptors: on mice and human brain imaging. Journal of neurochemistry 20030201
Mitochondrial benzodiazepine receptors regulate oxygen homeostasis in the early mouse embryo. Reproductive toxicology (Elmsford, N.Y.) 20030101
Effects on free radical generation by ligands of the peripheral benzodiazepine receptor in cultured neural cells. Journal of neurochemistry 20021201
Identification of a peptide antagonist to the peripheral-type benzodiazepine receptor that inhibits hormone-stimulated leydig cell steroid formation. The Journal of pharmacology and experimental therapeutics 20021101
Involvement of the peripheral benzodiazepine receptor in the development of rheumatoid arthritis in Mrl/lpr mice. European journal of pharmacology 20020927
Modulation of tamoxifen-induced apoptosis by peripheral benzodiazepine receptor ligands in breast cancer cells. Biochemical pharmacology 20020701
Platelet-activating factor induces permeability transition and cytochrome c release in isolated brain mitochondria. Journal of neuroscience research 20020701
Peripheral benzodiazepine receptor ligands reverse apoptosis resistance of cancer cells in vitro and in vivo. Cancer research 20020301
Binding and neuropharmacological profile of zaleplon, a novel nonbenzodiazepine sedative/hypnotic. European journal of pharmacology 20020102
Peripheral benzodiazepine binding sites/receptors (PBRs) have been localized to rat central and peripheral endocrine tissues. Journal of andrology 20020101
Binding of [3H]CB 34, a selective ligand for peripheral benzodiazepine receptors, to rat brain membranes. European journal of pharmacology 20011207
Specific ligands of the peripheral benzodiazepine receptor induce apoptosis and cell cycle arrest in human colorectal cancer cells. British journal of cancer 20011101
Nutritional parameters modify muricidal behavior of male Wistar rats: preventive effects of amino acids and 4' Cl diazepam. Life sciences 20011026
2-Arylpyrazolo[1,5-a]pyrimidin-3-yl acetamides. New potent and selective peripheral benzodiazepine receptor ligands. Bioorganic & medicinal chemistry 20011001
Diazepam inhibits HIV-1 Tat-induced migration of human microglia. Journal of neurovirology 20011001
Effect of midazolam on interleukin-6 mRNA expression in human peripheral blood mononuclear cells in the absence of lipopolysaccharide. Cytokine 20010921
Structural and functional study of reconstituted peripheral benzodiazepine receptor. Biochemical and biophysical research communications 20010608
Inverse agonist binding of peripheral benzodiazepine receptors in anxiety disorder. European archives of psychiatry and clinical neuroscience 20010601
Reduction of acute inflammation in rats by diazepam: role of peripheral benzodiazepine receptors and corticosterone. Immunopharmacology and immunotoxicology 20010501
Expression of the peripheral-type benzodiazepine receptor and apoptosis induction in hepatic stellate cells. Gastroenterology 20010401
Peripheral-type benzodiazepine receptor ligands: mitochondrial permeability transition induction in rat cardiac tissue. Biochemical pharmacology 20010315
The influence of the antidepressant pirlindole and its dehydro-derivative on the activity of monoamine oxidase A and GABAA receptor binding. Journal of neural transmission. Supplementum 19980101
Diazepam-mediated inhibition of human immunodeficiency virus type 1 expression in human brain cells. Antimicrobial agents and chemotherapy 19971101
Mitochondrial diazepam-binding inhibitor receptor complex agonists antagonize dizocilpine amnesia: putative role for allopregnanolone. The Journal of pharmacology and experimental therapeutics 19940701
Anticonvulsant activity of delta-HCH, calcium channel blockers and calmodulin antagonists in seizures induced by lindane and other convulsant drugs. Brain research 19930917
Toxicokinetics of Ro 5-4864, lindane and picrotoxin compared. Pharmacology, biochemistry, and behavior 19910201
Isolation and characterization of a rat brain triakontatetraneuropeptide, a posttranslational product of diazepam binding inhibitor: specific action at the Ro 5-4864 recognition site. Journal of neurochemistry 19891001
'Central' and 'peripheral' benzodiazepines and kinetics of lindane-induced toxicity. Pharmacology, biochemistry, and behavior 19890201
Coincidence of seizure susceptibility to caffeine and to the benzodiazepine inverse agonist, DMCM, in SWR and CBA inbred mice. Pharmacology, biochemistry, and behavior 19870201
Properties