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S9311

Sigma-Aldrich

SIB 1893

>99%, solid

Synonym(s):

[E]-2-Methyl-6-[2-phenylethenyl]pyridine

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About This Item

Empirical Formula (Hill Notation):
C14H13N
CAS Number:
7370-21-0
Molecular Weight:
195.26
MDL number:
MFCD02262120
UNSPSC Code:
12352200
PubChem Substance ID:
24278718
NACRES:
NA.77

Quality Level

100

Assay

>99%

form

solid

solubility

DMSO: 18 mg/mL

storage temp.

2-8°C

SMILES string

Cc1cccc(\C=C\c2ccccc2)n1

InChI

1S/C14H13N/c1-12-6-5-9-14(15-12)11-10-13-7-3-2-4-8-13/h2-11H,1H3/b11-10+

InChI key

SISOFUCTXZKSOQ-ZHACJKMWSA-N

Gene Information

human ... GRM1(2911) , GRM5(2915)

Application

SIB 1893 may be used in mGluR5 metabotropic glutamate receptor-mediated cell signaling studies.

Biochem/physiol Actions

SIB 1893 non-competitively inhibits glutamate-induced increase in Ca2+ at human metabotropic glutamate receptor 1 (hmGluR1).1 It also acts as a positive allosteric modulator of hmGluR4.2
Selective and noncompetitive mGlu5 metabotropic glutamate receptor antagonist.

Features and Benefits

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

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

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’.

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Jesper Mosolff Mathiesen et al.
British journal of pharmacology, 138(6), 1026-1030 (2003-04-10)
We have identified 2-methyl-6-(2-phenylethenyl)pyridine (SIB-1893) and 2-methyl-6-phenylethynyl pyridine hydrochloride (MPEP) as positive allosteric modulators for the hmGluR4. SIB-1893 and MPEP enhanced the potency and efficacy of L-2-amino-4-phophonobutyrate (L-AP4) in guanosine 5'-O-(3-[(35)S]thiotriphosphate ([(35)S]GTPgammaS) binding and efficacy in cAMP studies. These effects
M A Varney et al.
The Journal of pharmacology and experimental therapeutics, 290(1), 170-181 (1999-06-25)
Cell lines expressing the human metabotropic glutamate receptor subtype 5a (hmGluR5a) and hmGluR1b were used as targets in an automated high-throughput screening (HTS) system that measures changes in intracellular Ca2+ ([Ca2+]i) using fluorescence detection. This functional screen was used to

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