D8555
N,N-Dihexyl-2-(4-fluorophenyl)indole-3-acetamide
别名:
FGIN-1-27
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关于此项目
经验公式（希尔记法）:
C28H37FN2O
化学文摘社编号:
分子量:
436.60
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
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
SMILES string
CCCCCCN(CCCCCC)C(=O)Cc1c([nH]c2ccccc12)-c3ccc(F)cc3
InChI key
VUWXAQFLTSBUDB-UHFFFAOYSA-N
form
powder
solubility
methanol: 50 mg/mL, H2O: insoluble
storage temp.
2-8°C
Quality Level
Gene Information
human ... BZRAP1(9256)
rat ... Tspo(24230)
Biochem/physiol Actions
High affinity ligand for glial mitochondrial benzodiazepine receptors; stimulates neurosteroid biosynthesis; does not bind GABAA receptors
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Dandan Zhou et al.
Journal of molecular neuroscience : MN, 70(4), 542-549 (2019-12-28)
Microglia activation has been reported to be associated with pathogenesis of neuroinflammation, central nervous system damage, and degeneration diseases. With various damage-associated molecules released, M1 polarization of microglia emerges early after injury and followed by M2 polarization. In this study
E Romeo et al.
The Journal of pharmacology and experimental therapeutics, 267(1), 462-471 (1993-10-01)
The 2-aryl-indole-3-acetamide derivatives, 2-hexyl-indole-3-acetamide (FGIN-1-27) and 2-hexyl-indole-3-acetamide-N-benzene-tricarboxylic acid (FGIN-1-44) displaced [3H]1-(2-chlorophenyl)-N-methyl-N-(1- methylpropyl)-3-isoquinoline-carboxamide([3H]PK 11195) and [3H]4-chlorodiazepam ([3H]4'CD) from binding sites located on the rat brain mitochondrial DBI receptor complex (MDRC) with Ki values in the nanomolar range. Both 2-aryl-indole-3-acetamide derivatives acted
F M Freeman et al.
Pharmacology, biochemistry, and behavior, 67(2), 355-362 (2000-12-22)
The specific mitochondrial benzodiazepine receptor (MBR) agonist, FGIN 1-27, and antagonist, PK 11195, were used to investigate whether this receptor was involved in passive avoidance memory formation in the day-old chick. PK 11195 at a concentration of 1-10 microM was
K Maaser et al.
British journal of cancer, 85(11), 1771-1780 (2001-12-18)
The peripheral benzodiazepine receptor (PBR) has been implicated in growth control of various tumour models. Although colorectal cancers were found to overexpress PBR, the functional role of PBR in colorectal cancer growth has not been addressed to date. Using primary
Cheryl A Frye et al.
Neuroendocrinology, 77(1), 71-82 (2003-03-08)
Progestins modulate lordosis through actions in the ventral tegmental area (VTA). Whether neurosteroidogenesis of 5alpha-pregnan-3alpha-ol-20-one (3alpha,5alpha-THP), involving mitochondrial benzodiazepine receptors (MBR), is important for lordosis was investigated. Ovariectomized (Ovx), hormone-primed rats (experiments 1, 3, 5, 6) and rats in behavioral
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