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V4515

Sigma-Aldrich

VU0238429

solubility: ≥20 mg/mL in DMSO

Synonym(s):

1-[(4-Methoxyphenyl)methyl]-5-(trifluoromethoxy)-1H-indole-2,3-dione

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About This Item

Empirical Formula (Hill Notation):
C17H12F3NO4
CAS Number:
1160247-92-6
Molecular Weight:
351.28
MDL number:
MFCD16618396
UNSPSC Code:
12352200
PubChem Substance ID:
329829052
NACRES:
NA.77

Assay

≥98% (HPLC)

Quality Level

100

form

powder

color

orange

solubility

DMSO: ≥20 mg/mL

storage temp.

2-8°C

SMILES string

COc1ccc(CN2C(=O)C(=O)c3cc(OC(F)(F)F)ccc23)cc1

InChI

1S/C17H12F3NO4/c1-24-11-4-2-10(3-5-11)9-21-14-7-6-12(25-17(18,19)20)8-13(14)15(22)16(21)23/h2-8H,9H2,1H3

InChI key

CKLGZXFOLMHCMC-UHFFFAOYSA-N

Biochem/physiol Actions

VU0238429 is a selective muscarinic acetylcholine receptor 5 (M5) positive allosteric modulator; causes leftward shift in acetylcholine potency. M5 is thought to regulate cerebral blood flow, and activation of M5 may be therapeutic for Alzheimer′s disease. VU0238429 is the first reported M5-selective small molecule of any kind. It is >30-fold more selective for M5 over M1, M2, M3, and M4.

Features and Benefits

This compound is featured on the Acetylcholine Receptors (Muscarinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Exclamation markEnvironment
GHS07,GHS09

Signal Word

Warning

Hazard Statements

H319,H400

Hazard Classifications

Aquatic Acute 1 - Eye Irrit. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Klaus Deckmann et al.
FASEB journal : official publication of the Federation of American Societies for Experimental Biology, 32(6), 2903-2910 (2018-02-07)
We have recently identified a cholinergic chemosensory cell in the urethral epithelium, urethral brush cell (UBC), that, upon stimulation with bitter or bacterial substances, initiates a reflex detrusor activation. Here, we elucidated cholinergic mechanisms that modulate UBC responsiveness. We analyzed

Articles

Muscarinic Acetylcholine Receptors

Muscarinic acetylcholine receptors mediate acetylcholine actions in CNS and non-nervous tissues, crucial for cell signaling.

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