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D8446

Sigma-Aldrich

P7C3

≥98% (HPLC)

Synonym(s):

3,6-Dibromo-a-[(phenylamino)methyl]-9H-carbazole-9-ethanol

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About This Item

Empirical Formula (Hill Notation):
C21H18Br2N2O
CAS Number:
301353-96-8
Molecular Weight:
474.19
MDL number:
MFCD00572918
UNSPSC Code:
12352203
PubChem Substance ID:
329798864
NACRES:
NA.25

Quality Level

100

Assay

≥98% (HPLC)

form

powder

color

white to off-white

solubility

DMSO: 34 mg/mL

storage temp.

2-8°C

SMILES string

OC(CNc1ccccc1)Cn2c3ccc(Br)cc3c4cc(Br)ccc24

InChI

1S/C21H18Br2N2O/c22-14-6-8-20-18(10-14)19-11-15(23)7-9-21(19)25(20)13-17(26)12-24-16-4-2-1-3-5-16/h1-11,17,24,26H,12-13H2

InChI key

FZHHRERIIVOATI-UHFFFAOYSA-N

Application

P7C3 is an aminopropyl carbazole agent with proneurogenic and neuroprotective properties in newborn neural precursor cells of the dentate gyrus. Its analogs may be used in neurodegenerative disease research to study the process of neurogenesis in brain regions such as the subgranular zone of the hippocampal dentate gyrus. P7C3 and its analogs may be used to study its pharmacokinetics, metabolism, safety, efficacy and methods of delivery as potential drug for the treatment of condition such as Alzheimer′s disease, Parkinson′s disease, amyotrophic lateral sclerosis and traumatic brain injury.

Biochem/physiol Actions

P7C3 is neurogenic and protects new neurons against apoptosis. These activities may be related to its capacity to protect mitochondrial integrity.

Degeneration of the hippocampus is an early manifestation of Alzheimer′s disease. P7C3 promotes neurogenesis in the subgranular zone of the hippocampal dentate gyrus, the site of normal neurogenesis in adult mammals, making it an important lead compound in development of new Alzheimer′s treatments.

Pictograms

Skull and crossbonesCorrosion
GHS06,GHS05

Signal Word

Danger

Hazard Statements

H301,H318

Hazard Classifications

Acute Tox. 3 Oral - Eye Dam. 1

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
037M4603V
062M4625V
100M4631

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Hidehiro Oku et al.
Japanese journal of ophthalmology, 61(2), 195-203 (2016-12-30)
To determine whether P7C3-A20, a proneurogenic neuroprotective agent, can protect the retinal ganglion cells (RGCs) of rats from optic nerve crushing. The left optic nerve of 67 rats was crushed, and 5.0 mg/kg/day of P7C3-A20 (crush-P7C3) or its vehicle (crush-placebo) was
Rachel Tesla et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(42), 17016-17021 (2012-10-03)
We previously reported the discovery of P7C3, an aminopropyl carbazole having proneurogenic and neuroprotective properties in newborn neural precursor cells of the hippocampal dentate gyrus. We have further found that chemicals having efficacy in this in vivo screening assay also
A K Walker et al.
Molecular psychiatry, 20(4), 500-508 (2014-04-23)
Augmenting hippocampal neurogenesis represents a potential new strategy for treating depression. Here we test this possibility by comparing hippocampal neurogenesis in depression-prone ghrelin receptor (Ghsr)-null mice to that in wild-type littermates and by determining the antidepressant efficacy of the P7C3
Chao Gu et al.
Frontiers in cellular neuroscience, 12, 400-400 (2018-11-21)
Parkinson's disease (PD) is the second most common neurodegenerative disorder. Although its pathogenesis remains unclear, growing evidencce suggests that microglia-mediated neuroinflammation contributes greatly to the progression of PD. P7C3, an aminopropyl carbazole, possesses significant neuroprotective effects in several neurodegenerative disease
Sudip Mondal et al.
ACS chemical neuroscience, 9(5), 1014-1026 (2018-02-11)
The nematode Caenorhabditis elegans, with tractable genetics and a well-defined nervous system, provides a unique whole-animal model system to identify novel drug targets and therapies for neurodegenerative diseases. Large-scale drug or target screens in models that recapitulate the subtle age-
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