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D8555

N,N-Dihexyl-2-(4-fluorophenyl)indole-3-acetamide

Name: N,N-Dihexyl-2-(4-fluorophenyl)indole-3-acetamide
Brand: SIGMA

Synonym(s):

FGIN-1-27

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About This Item

Empirical Formula (Hill Notation):

C₂₈H₃₇FN₂O

CAS Number:

142720-24-9

Molecular Weight:

436.60

NACRES:

NA.77

PubChem Substance ID:

24278393

UNSPSC Code:

12352200

MDL number:

MFCD00467704

Form:

powder

Quality level:

200

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Properties

form

powder

Quality Level

200

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)

Description

Biochem/physiol Actions

High affinity ligand for glial mitochondrial benzodiazepine receptors; stimulates neurosteroid biosynthesis; does not bind GABA_A receptors

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Midazolam inhibits hippocampal long-term potentiation and learning through dual central and peripheral benzodiazepine receptor activation and neurosteroidogenesis.

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

Lordosis of rats is modified by neurosteroidogenic effects of membrane benzodiazepine receptors in the ventral tegmental area.

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

Ligands of the peripheral benzodiazepine receptor induce apoptosis and cell cycle arrest in oesophageal cancer cells: involvement of the p38MAPK signalling pathway.

A P Sutter et al.

British journal of cancer, 89(3), 564-572 (2003-07-31)

Specific ligands of the peripheral benzodiazepine receptor (PBR) are known to induce apoptosis and cell cycle arrest in oesophageal cancer cells. However, the underlying mechanisms are still unknown. Here, we investigated the transcriptional alterations and activation of protein kinases in

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