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Home > Other Building Blocks > 142720-24-9
142720-24-9 | FGIN-1-27
CAS No: 142720-24-9 Catalog No: AG007ZBA MDL No:
Product Description
Catalog Number:
AG007ZBA
Chemical Name:
FGIN-1-27
CAS Number:
142720-24-9
Molecular Formula:
C28H37FN2O
Molecular Weight:
436.6046
IUPAC Name:
2-[2-(4-fluorophenyl)-1H-indol-3-yl]-N,N-dihexylacetamide
InChI:
InChI=1S/C28H37FN2O/c1-3-5-7-11-19-31(20-12-8-6-4-2)27(32)21-25-24-13-9-10-14-26(24)30-28(25)22-15-17-23(29)18-16-22/h9-10,13-18,30H,3-8,11-12,19-21H2,1-2H3
InChI Key:
VUWXAQFLTSBUDB-UHFFFAOYSA-N
SMILES:
CCCCCCN(C(=O)Cc1c([nH]c2c1cccc2)c1ccc(cc1)F)CCCCCC
Properties
Complexity:
522
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
436.289g/mol
Formal Charge:
0
Heavy Atom Count:
32
Hydrogen Bond Acceptor Count:
2
Hydrogen Bond Donor Count:
1
Isotope Atom Count:
0
Molecular Weight:
436.615g/mol
Monoisotopic Mass:
436.289g/mol
Rotatable Bond Count:
13
Topological Polar Surface Area:
36.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
7.9
Literature
| Title | Journal |
|---|---|
| The translocator protein (peripheral benzodiazepine receptor) mediates rat-selective activation of the mitochondrial permeability transition by norbormide. | Biochimica et biophysica acta 20111201 |
| On the path from chemistry to neuroscience: early explorations in chemical medicine under the mentorship of Dr. Erminio Costa, a neuroscientist with a big brain and a bigger heart. | Pharmacological research 20111001 |
| Modulation of constitutive androstane receptor (CAR) and pregnane X receptor (PXR) by 6-arylpyrrolo[2,1-d][1,5]benzothiazepine derivatives, ligands of peripheral benzodiazepine receptor (PBR). | Toxicology letters 20110425 |
| Regulation of the inner membrane mitochondrial permeability transition by the outer membrane translocator protein (peripheral benzodiazepine receptor). | The Journal of biological chemistry 20110114 |
| Effects of neurosteroid actions at N-methyl-D-aspartate and GABA A receptors in the midbrain ventral tegmental area for anxiety-like and mating behavior of female rats. | Psychopharmacology 20110101 |
| Midazolam inhibits hippocampal long-term potentiation and learning through dual central and peripheral benzodiazepine receptor activation and neurosteroidogenesis. | The Journal of neuroscience : the official journal of the Society for Neuroscience 20101215 |
| Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum. | Nature chemical biology 20091001 |
| The translocator protein (18 kDa): central nervous system disease and drug design. | Journal of medicinal chemistry 20090212 |
| Increasing 3alpha,5alpha-THP following inhibition of neurosteroid biosynthesis in the ventral tegmental area reinstates anti-anxiety, social, and sexual behavior of naturally receptive rats. | Reproduction (Cambridge, England) 20090101 |
| The 18-kDa translocator protein, formerly known as the peripheral-type benzodiazepine receptor, confers proapoptotic and antineoplastic effects in a human colorectal cancer cell line. | Pharmacogenetics and genomics 20081101 |
| 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 |
| The potential anticancer agent PK11195 induces apoptosis irrespective of p53 and ATM status in chronic lymphocytic leukemia cells. | Haematologica 20071201 |
| Preparation of indoles from alpha-aminonitriles: A short synthesis of FGIN-1-27. | Organic letters 20060928 |
| 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 |
| Mechanisms of mitochondrial apoptosis induced by peripheral benzodiazepine receptor ligands in human colorectal cancer cells. | Biochemical and biophysical research communications 20050708 |
| A cDNA encoding diazepam-binding inhibitor/acyl-CoA-binding protein in Helicoverpa armigera: molecular characterization and expression analysis associated with pupal diapause. | Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20050601 |
| In the ventral tegmental area picrotoxin blocks FGIN 1-27-induced increases in sexual behavior of rats and hamsters. | Psychopharmacology 20050301 |
| Peripheral benzodiazepine receptor (PBR) ligand cytotoxicity unrelated to PBR expression. | Biochemical pharmacology 20050301 |
| Peripheral benzodiazepine receptor ligands induce apoptosis and cell cycle arrest in human hepatocellular carcinoma cells and enhance chemosensitivity to paclitaxel, docetaxel, doxorubicin and the Bcl-2 inhibitor HA14-1. | Journal of hepatology 20041101 |
| GABA(A)/central benzodiazepine receptor and peripheral benzodiazepine receptor ligands as inducers of phenobarbital-inducible CYP2B and CYP3A. | Biochemical pharmacology 20041001 |
| Enhancement of peripheral benzodiazepine receptor ligand-induced apoptosis and cell cycle arrest of esophageal cancer cells by simultaneous inhibition of MAPK/ERK kinase. | Biochemical pharmacology 20040501 |
| Design, synthesis and structure-affinity relationships of aryloxyanilide derivatives as novel peripheral benzodiazepine receptor ligands. | Bioorganic & medicinal chemistry 20040115 |
| Ligands of the peripheral benzodiazepine receptor induce apoptosis and cell cycle arrest in oesophageal cancer cells: involvement of the p38MAPK signalling pathway. | British journal of cancer 20030804 |
| Mitochondrial benzodiazepine receptors in the ventral tegmental area modulate sexual behaviour of cycling or hormone-primed hamsters. | Journal of neuroendocrinology 20030701 |
| Lordosis of rats is modified by neurosteroidogenic effects of membrane benzodiazepine receptors in the ventral tegmental area. | Neuroendocrinology 20030101 |
| Mitochondrial benzodiazepine receptors regulate oxygen homeostasis in the early mouse embryo. | Reproductive toxicology (Elmsford, N.Y.) 20030101 |
| Specific ligands of the peripheral benzodiazepine receptor induce apoptosis and cell cycle arrest in human esophageal cancer cells. | International journal of cancer 20021201 |
| Sustained ER Ca2+ depletion suppresses protein synthesis and induces activation-enhanced cell death in mast cells. | The Journal of biological chemistry 20020419 |
| Binding of [3H]CB 34, a selective ligand for peripheral benzodiazepine receptors, to rat brain membranes. | European journal of pharmacology 20011207 |
| Synthesis and preliminary behavioural evaluation in mice of new 3-aryl-3-pyrrol-1-ylpropanamides, analogues of FGIN-1-27 and FGIN-1-43. | The Journal of pharmacy and pharmacology 20011101 |
| Specific ligands of the peripheral benzodiazepine receptor induce apoptosis and cell cycle arrest in human colorectal cancer cells. | British journal of cancer 20011101 |
| Cataleptic effect of neurosteroid 3alpha-hydroxy-5alpha-pregnan-20-one in mice: modulation by serotonergic agents. | Brain research 20010413 |
| Mitochondrial diazepam-binding inhibitor receptor complex agonists antagonize dizocilpine amnesia: putative role for allopregnanolone. | The Journal of pharmacology and experimental therapeutics 19940701 |
| 2-Aryl-3-indoleacetamides (FGIN-1): a new class of potent and specific ligands for the mitochondrial DBI receptor (MDR). | The Journal of pharmacology and experimental therapeutics 19920901 |
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