D8555
N,N-Dihexyl-2-(4-fluorophenyl)indole-3-acetamide
Synonym(s):
FGIN-1-27
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All Photos(2)
About This Item
Empirical Formula (Hill Notation):
C28H37FN2O
CAS Number:
Molecular Weight:
436.60
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77
Recommended Products
form
powder
Quality Level
solubility
methanol: 50 mg/mL
H2O: insoluble
storage temp.
2-8°C
SMILES string
CCCCCCN(CCCCCC)C(=O)Cc1c([nH]c2ccccc12)-c3ccc(F)cc3
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
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
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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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
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
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
Kazuhiro Tokuda et al.
The Journal of neuroscience : the official journal of the Society for Neuroscience, 30(50), 16788-16795 (2010-12-17)
Benzodiazepines (BDZs) enhance GABA(A) receptor inhibition by direct actions on central BDZ receptors (CBRs). Although some BDZs also bind mitochondrial receptors [translocator protein (18 kDa) (TSPO)] and promote the synthesis of GABA-enhancing neurosteroids, the role of neurosteroids in the clinical
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