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14439-61-3,MFCD00043406
Catalog No.:AA001JDC

14439-61-3 | 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(4-chlorophenyl)-1,3-dihydro-1-methyl-

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1mg
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5mg
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA001JDC
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
SMILES:
Clc1ccc(cc1)C1=NCC(=O)N(c2c1cc(Cl)cc2)C
Properties
Properties
 
BP:
517.1±50.0 °C(Predicted)  
Form:
Solid  
MP:
160-163 °C  
Solubility:
ethanol: 17 mg/mL  
Storage:
2-8℃;Keep in dry area;  

Computed Properties
 
Complexity:
432  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
2  
Rotatable Bond Count:
1  
XLogP3:
3.8  

Literature

Title: Inhibitory effects of benzodiazepines on the adenosine A(2B) receptor mediated secretion of interleukin-8 in human mast cells.

Journal: European journal of pharmacology 20130130

Title: Design, synthesis and structure-activity relationships of novel benzoxazolone derivatives as 18 kDa translocator protein (TSPO) ligands.

Journal: Bioorganic & medicinal chemistry 20120915

Title: Synaptic and nonsynaptic mitochondria demonstrate a different degree of calcium-induced mitochondrial dysfunction.

Journal: Life sciences 20120522

Title: Synthesis and biological evaluation of 4-phenylquinazoline-2-carboxamides designed as a novel class of potent ligands of the translocator protein.

Journal: Journal of medicinal chemistry 20120510

Title: The role of 18 kDa mitochondrial translocator protein (TSPO) in programmed cell death, and effects of steroids on TSPO expression.

Journal: Current molecular medicine 20120501

Title: Translocator protein (TSPO) in breast cancer.

Journal: Current molecular medicine 20120501

Title: LXR and TSPO as new therapeutic targets to increase the levels of neuroactive steroids in the central nervous system of diabetic animals.

Journal: Neurochemistry international 20120501

Title: Actions of translocator protein ligands on neutrophil adhesion and motility induced by G-protein coupled receptor signaling.

Journal: Biochemical and biophysical research communications 20120113

Title: The translocator protein (peripheral benzodiazepine receptor) mediates rat-selective activation of the mitochondrial permeability transition by norbormide.

Journal: Biochimica et biophysica acta 20111201

Title: Improvement of cerebral metabolism mediated by Ro5-4864 is associated with relief of intracranial pressure and mitochondrial protective effect in experimental brain injury.

Journal: Pharmaceutical research 20111101

Title: Dynamic modulation of Ca2+ sparks by mitochondrial oscillations in isolated guinea pig cardiomyocytes under oxidative stress.

Journal: Journal of molecular and cellular cardiology 20111101

Title: Biophysical properties and functional consequences of reactive oxygen species (ROS)-induced ROS release in intact myocardium.

Journal: The Journal of physiology 20111101

Title: Tertiary amides with a five-membered heteroaromatic ring as new probes for the translocator protein.

Journal: European journal of medicinal chemistry 20110901

Title: Erythrocyte peripheral type benzodiazepine receptor/voltage-dependent anion channels are upregulated by Plasmodium falciparum.

Journal: Blood 20110825

Title: Translocator protein (18 kDa)/peripheral benzodiazepine receptor specific ligands induce microglia functions consistent with an activated state.

Journal: Glia 20110201

Title: 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: Journal of medicinal chemistry 20110113

Title: 4'-chlorodiazepam--agonist of peripheral benzodiazepine receptors as a protecting factor in IL-1 induced deregulation of collagen biosynthesis in cultured human chondrocytes.

Journal: European journal of pharmacology 20101125

Title: Peripheral benzodiazepine receptor ligand Ro5-4864 inhibits isoprenaline-induced cardiac hypertrophy in rats.

Journal: European journal of pharmacology 20101010

Title: Overexpression of translocator protein in inflammatory bowel disease: potential diagnostic and treatment value.

Journal: Inflammatory bowel diseases 20100901

Title: Antiproliferative effect of peripheral benzodiazepine receptor antagonist PK11195 in rat mammary tumor cells.

Journal: Molecular and cellular biochemistry 20100701

Title: Novel irreversible fluorescent probes targeting the 18 kDa translocator protein: synthesis and biological characterization.

Journal: Journal of medicinal chemistry 20100527

Title: 4'-Chlorodiazepam, a translocator protein (18 kDa) antagonist, improves cardiac functional recovery during postischemia reperfusion in rats.

Journal: Experimental biology and medicine (Maywood, N.J.) 20100401

Title: Suppressive effect of diazepam on IFN-gamma production by human T cells.

Journal: International immunopharmacology 20100301

Title: Translocator protein (18 kDa) mediates the pro-growth effects of diazepam on Ehrlich tumor cells in vivo.

Journal: European journal of pharmacology 20100125

Title: Reversal of propoxur-induced impairment of memory and oxidative stress by 4'-chlorodiazepam in rats.

Journal: Naunyn-Schmiedeberg's archives of pharmacology 20100101

Title: Neuroprotective effects of a ligand of translocator protein-18 kDa (Ro5-4864) in experimental diabetic neuropathy.

Journal: Neuroscience 20091201

Title: Allosteric modulation by benzodiazepines of GABA-gated chloride channels of an identified insect motor neurone.

Journal: Invertebrate neuroscience : IN 20091101

Title: Spinal translocator protein (TSPO) modulates pain behavior in rats with CFA-induced monoarthritis.

Journal: Brain research 20090825

Title: The translocator protein (18 kDa): central nervous system disease and drug design.

Journal: Journal of medicinal chemistry 20090212

Title: Neuroprotective effect of Ro5-4864 following brain injury.

Journal: Experimental neurology 20081201

Title: Effects of Vinpocetine on mitochondrial function and neuroprotection in primary cortical neurons.

Journal: Neurochemistry international 20081201

Title: Anxiolytic-like effects of N,N-dialkyl-2-phenylindol-3-ylglyoxylamides by modulation of translocator protein promoting neurosteroid biosynthesis.

Journal: Journal of medicinal chemistry 20080925

Title: Effects of 4'-chlorodiazepam on cellular excitation-contraction coupling and ischaemia-reperfusion injury in rabbit heart.

Journal: Cardiovascular research 20080701

Title: 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.

Journal: Bioorganic & medicinal chemistry 20080601

Title: Control of peripheral benzodiazepine receptor-mediated breast cancer in rats by soy protein.

Journal: Molecular carcinogenesis 20080401

Title: Ro5-4864 promotes neonatal motor neuron survival and nerve regeneration in adult rats.

Journal: The European journal of neuroscience 20080201

Title: Steroidogenesis in BeWo cells: role of protein kinase A and benzodiazepines.

Journal: The international journal of biochemistry & cell biology 20080101

Title: Ligands of the mitochondrial 18 kDa translocator protein attenuate apoptosis of human glioblastoma cells exposed to erucylphosphohomocholine.

Journal: Cellular oncology : the official journal of the International Society for Cellular Oncology 20080101

Title: The scale-free dynamics of eukaryotic cells.

Journal: PloS one 20080101

Title: The potential anticancer agent PK11195 induces apoptosis irrespective of p53 and ATM status in chronic lymphocytic leukemia cells.

Journal: Haematologica 20071201

Title: Peripheral benzodiazepine receptor-induced myocardial protection is mediated by inhibition of mitochondrial membrane permeabilization.

Journal: The Journal of pharmacology and experimental therapeutics 20071001

Title: Intracellular cholesterol changes induced by translocator protein (18 kDa) TSPO/PBR ligands.

Journal: Neuropharmacology 20070801

Title: Sequential opening of mitochondrial ion channels as a function of glutathione redox thiol status.

Journal: The Journal of biological chemistry 20070727

Title: The peripheral-type benzodiazepine receptor is involved in control of Ca2+-induced permeability transition pore opening in rat brain mitochondria.

Journal: Cell calcium 20070701

Title: Characterization of two classes of benzodiazepine binding sites in Schistosoma mansoni.

Journal: Parasitology 20070701

Title: Novel 1,4-benzodiazepine derivatives with antiproliferative properties on tumor cell lines.

Journal: Bioorganic & medicinal chemistry letters 20070501

Title: Inhibition of the mitochondrial F1F0-ATPase by ligands of the peripheral benzodiazepine receptor.

Journal: Bioorganic & medicinal chemistry letters 20070315

Title: [Peripheral benzodiazepine receptor agonist Ro5-4864 inhibits mitochondrial permeability transition in rat heart].

Journal: Sheng li xue bao : [Acta physiologica Sinica] 20070225

Title: New fluorescent 2-phenylindolglyoxylamide derivatives as probes targeting the peripheral-type benzodiazepine receptor: design, synthesis, and biological evaluation.

Journal: Journal of medicinal chemistry 20070125

Title: A novel conjugable translocator protein ligand labeled with a fluorescence dye for in vitro imaging.

Journal: Bioconjugate chemistry 20070101

Title: Channel-like functions of the 18-kDa translocator protein (TSPO): regulation of apoptosis and steroidogenesis as part of the host-defense response.

Journal: Current pharmaceutical design 20070101

Title: Effects of peripheral-type benzodiazepine receptor ligands on Ehrlich tumor cell proliferation.

Journal: European journal of pharmacology 20061121

Title: Discovery of antiglioma activity of biaryl 1,2,3,4-tetrahydroisoquinoline derivatives and conformationally flexible analogues.

Journal: Journal of medicinal chemistry 20060921

Title: The peripheral-type benzodiazepine receptor and the cardiovascular system. Implications for drug development.

Journal: Pharmacology & therapeutics 20060601

Title: 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.

Journal: Die Pharmazie 20060601

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Increased expression of peripheral benzodiazepine receptor (PBR) in dimethylbenz[a]anthracene-induced mammary tumors in rats.

Journal: Glycoconjugate journal 20060501

Title: Implication of glucocorticoid in anti-inflammatory effects of Ro5-4864 in mouse pleurisy induced by carrageenan.

Journal: Life sciences 20060313

Title: Peripheral benzodiazepine receptor: characterization in human T-lymphoma Jurkat cells.

Journal: Molecular pharmacology 20060101

Title: PK11195 potently sensitizes to apoptosis induction independently from the peripheral benzodiazepin receptor.

Journal: Oncogene 20051117

Title: Ro5-4864, a synthetic ligand of peripheral benzodiazepine receptor, reduces aging-associated myelin degeneration in the sciatic nerve of male rats.

Journal: Mechanisms of ageing and development 20051101

Title: Role of the peripheral benzodiazepine receptor in sensory neuron regeneration.

Journal: Molecular and cellular neurosciences 20051001

Title: Modulation of cholinephosphotransferase activity in breast cancer cell lines by Ro5-4864, a peripheral benzodiazepine receptor agonist.

Journal: Biochemical and biophysical research communications 20050722

Title: Ro5-4864, a peripheral benzodiazepine receptor ligand, reduces reactive gliosis and protects hippocampal hilar neurons from kainic acid excitotoxicity.

Journal: Journal of neuroscience research 20050401

Title: Peripheral benzodiazepine receptor (PBR) ligand cytotoxicity unrelated to PBR expression.

Journal: Biochemical pharmacology 20050301

Title: Benzodiazepine receptor-dependent modulation of neutrophil (PMN) free amino- and alpha-keto acid profiles or immune functions.

Journal: Amino acids 20050201

Title: Evidence in favour of a role for peripheral-type benzodiazepine receptor ligands in amplification of neuronal apoptosis.

Journal: Apoptosis : an international journal on programmed cell death 20050101

Title: Nootropic nefiracetam inhibits proconvulsant action of peripheral-type benzodiazepines in epileptic mutant EL mice.

Journal: Annals of the New York Academy of Sciences 20041001

Title: Monitoring drug-induced neurodegeneration by imaging of peripheral benzodiazepine receptors.

Journal: Annals of the New York Academy of Sciences 20041001

Title: Peripheral type benzodiazepine receptor in human parathyroid glands: up-regulation in adenoma.

Journal: Journal of endocrinological investigation 20041001

Title: The role of peripheral benzodiazepine receptors on the function and survival of isolated human pancreatic islets.

Journal: European journal of endocrinology 20040801

Title: Peripheral benzodiazepine receptor ligands: mitochondrial transmembrane potential depolarization and apoptosis induction in rat C6 glioma cells.

Journal: Biochemical pharmacology 20040701

Title: Functional characterization and expression of PBR in rat gastric mucosa: stimulation of chloride secretion by PBR ligands.

Journal: American journal of physiology. Gastrointestinal and liver physiology 20040601

Title: Antinociceptive effects of peripheral benzodiazepine receptors.

Journal: Pharmacology 20040401

Title: N,N-dialkyl-2-phenylindol-3-ylglyoxylamides. A new class of potent and selective ligands at the peripheral benzodiazepine receptor.

Journal: Journal of medicinal chemistry 20040325

Title: Involvement of steroids in anti-inflammatory effects of peripheral benzodiazepine receptor ligands.

Journal: Life sciences 20040130

Title: Peripheral benzodiazepine receptors in potatoes (Solanum tuberosum).

Journal: Biochemical and biophysical research communications 20040102

Title: Effects of peripheral benzodiazepine receptor ligands on proliferation and differentiation of human mesenchymal stem cells.

Journal: Journal of cellular physiology 20040101

Title: Benzodiazepine binding to mitochondrial membranes of the amoeba Acanthamoeba castellanii and the yeast Saccharomyces cerevisiae.

Journal: Acta biochimica Polonica 20040101

Title: Effects of acute and long-term diazepam administrations on neutrophil activity: a flow cytometric study.

Journal: European journal of pharmacology 20031008

Title: Structure activity studies of a novel cytotoxic benzodiazepine.

Journal: Bioorganic & medicinal chemistry letters 20031006

Title: Ligands of the peripheral benzodiazepine receptor have therapeutic effects in pneumopathies in vivo.

Journal: Immunology letters 20030908

Title: Anticholinergic and antiglutamatergic agents protect against soman-induced brain damage and cognitive dysfunction.

Journal: Toxicological sciences : an official journal of the Society of Toxicology 20030901

Title: Antidepressant-like effect of Ro5-4864, a peripheral-type benzodiazepine receptor ligand, in forced swimming test.

Journal: European journal of pharmacology 20030613

Title: Comparison of two PBR ligands with classical antiinflammatory drugs in LPS-induced arthritis in rats.

Journal: Life sciences 20030425

Title: Benzodiazepine-induced protein tyrosine nitration in rat astrocytes.

Journal: Hepatology (Baltimore, Md.) 20030201

Title: Peripheral benzodiazepine receptors: on mice and human brain imaging.

Journal: Journal of neurochemistry 20030201

Title: Mitochondrial benzodiazepine receptors regulate oxygen homeostasis in the early mouse embryo.

Journal: Reproductive toxicology (Elmsford, N.Y.) 20030101

Title: Effects on free radical generation by ligands of the peripheral benzodiazepine receptor in cultured neural cells.

Journal: Journal of neurochemistry 20021201

Title: Identification of a peptide antagonist to the peripheral-type benzodiazepine receptor that inhibits hormone-stimulated leydig cell steroid formation.

Journal: The Journal of pharmacology and experimental therapeutics 20021101

Title: Involvement of the peripheral benzodiazepine receptor in the development of rheumatoid arthritis in Mrl/lpr mice.

Journal: European journal of pharmacology 20020927

Title: Modulation of tamoxifen-induced apoptosis by peripheral benzodiazepine receptor ligands in breast cancer cells.

Journal: Biochemical pharmacology 20020701

Title: Platelet-activating factor induces permeability transition and cytochrome c release in isolated brain mitochondria.

Journal: Journal of neuroscience research 20020701

Title: Peripheral benzodiazepine receptor ligands reverse apoptosis resistance of cancer cells in vitro and in vivo.

Journal: Cancer research 20020301

Title: Binding and neuropharmacological profile of zaleplon, a novel nonbenzodiazepine sedative/hypnotic.

Journal: European journal of pharmacology 20020102

Title: Peripheral benzodiazepine binding sites/receptors (PBRs) have been localized to rat central and peripheral endocrine tissues.

Journal: Journal of andrology 20020101

Title: Binding of [3H]CB 34, a selective ligand for peripheral benzodiazepine receptors, to rat brain membranes.

Journal: European journal of pharmacology 20011207

Title: Specific ligands of the peripheral benzodiazepine receptor induce apoptosis and cell cycle arrest in human colorectal cancer cells.

Journal: British journal of cancer 20011101

Title: Nutritional parameters modify muricidal behavior of male Wistar rats: preventive effects of amino acids and 4' Cl diazepam.

Journal: Life sciences 20011026

Title: 2-Arylpyrazolo[1,5-a]pyrimidin-3-yl acetamides. New potent and selective peripheral benzodiazepine receptor ligands.

Journal: Bioorganic & medicinal chemistry 20011001

Title: Diazepam inhibits HIV-1 Tat-induced migration of human microglia.

Journal: Journal of neurovirology 20011001

Title: Effect of midazolam on interleukin-6 mRNA expression in human peripheral blood mononuclear cells in the absence of lipopolysaccharide.

Journal: Cytokine 20010921

Title: Structural and functional study of reconstituted peripheral benzodiazepine receptor.

Journal: Biochemical and biophysical research communications 20010608

Title: Inverse agonist binding of peripheral benzodiazepine receptors in anxiety disorder.

Journal: European archives of psychiatry and clinical neuroscience 20010601

Title: Reduction of acute inflammation in rats by diazepam: role of peripheral benzodiazepine receptors and corticosterone.

Journal: Immunopharmacology and immunotoxicology 20010501

Title: Expression of the peripheral-type benzodiazepine receptor and apoptosis induction in hepatic stellate cells.

Journal: Gastroenterology 20010401

Title: Peripheral-type benzodiazepine receptor ligands: mitochondrial permeability transition induction in rat cardiac tissue.

Journal: Biochemical pharmacology 20010315

Title: The influence of the antidepressant pirlindole and its dehydro-derivative on the activity of monoamine oxidase A and GABAA receptor binding.

Journal: Journal of neural transmission. Supplementum 19980101

Title: Diazepam-mediated inhibition of human immunodeficiency virus type 1 expression in human brain cells.

Journal: Antimicrobial agents and chemotherapy 19971101

Title: Mitochondrial diazepam-binding inhibitor receptor complex agonists antagonize dizocilpine amnesia: putative role for allopregnanolone.

Journal: The Journal of pharmacology and experimental therapeutics 19940701

Title: Anticonvulsant activity of delta-HCH, calcium channel blockers and calmodulin antagonists in seizures induced by lindane and other convulsant drugs.

Journal: Brain research 19930917

Title: Toxicokinetics of Ro 5-4864, lindane and picrotoxin compared.

Journal: Pharmacology, biochemistry, and behavior 19910201

Title: 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: Journal of neurochemistry 19891001

Title: 'Central' and 'peripheral' benzodiazepines and kinetics of lindane-induced toxicity.

Journal: Pharmacology, biochemistry, and behavior 19890201

Title: Coincidence of seizure susceptibility to caffeine and to the benzodiazepine inverse agonist, DMCM, in SWR and CBA inbred mice.

Journal: Pharmacology, biochemistry, and behavior 19870201

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Tags:14439-61-3 Molecular Formula|14439-61-3 MDL|14439-61-3 SMILES|14439-61-3 2H-1,4-Benzodiazepin-2-one, 7-chloro-5-(4-chlorophenyl)-1,3-dihydro-1-methyl-