Skip to Content
Merck
All Photos(2)

Key Documents

D8555

Sigma-Aldrich

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

Synonym(s):

FGIN-1-27

Sign Into View Organizational & Contract Pricing


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

form

powder

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Cheryl A Frye et al.
Reproduction (Cambridge, England), 137(1), 119-128 (2008-09-27)
The progesterone metabolite and neurosteroid, 5alpha-pregnan-3alpha-ol-20-one (3alpha,5alpha-THP), has actions in the midbrain ventral tegmental area (VTA) to modulate lordosis, but its effects on other reproductively relevant behaviors are not well understood. Effects on exploration, anxiety, and social behavior resulting from
Antonio F Santidrián et al.
Haematologica, 92(12), 1631-1638 (2007-12-07)
The potential anticancer agent 1-(2-chlorophenyl-N-methylpropyl)-3-isoquinolinecarboxamide (PK11195), a translocator protein (18KDa) (TSPO) ligand, facilitates the induction of cell death by a variety of cytotoxic and chemotherapeutic agents. Primary chronic lymphocytic leukemia (CLL) cells overexpress TSPO. The aim of this study was
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
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

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service