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Safety Information

S4063

Sigma-Aldrich

SCH-202676 hydrobromide

98%

Synonym(s):

N-(2,3-diphenyl-1,2,4-thiadiazol-5-(2H)-ylidene)methanamine hydrobromide

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About This Item

Empirical Formula (Hill Notation):
C15H16BrN3S
CAS Number:
Molecular Weight:
350.28
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Assay

98%

mp

240.0-240.8 °C (lit.)

solubility

DMSO: 40 mg/mL
H2O: insoluble

SMILES string

Br.C\N=C1\SN(c2ccccc2)C(=N1)c3ccccc3

InChI

1S/C15H13N3S.BrH/c1-16-15-17-14(12-8-4-2-5-9-12)18(19-15)13-10-6-3-7-11-13;/h2-11H,1H3;1H/b16-15+;

InChI key

YJYGOWVFDGULLL-GEEYTBSJSA-N

General description

Shown to modulate radioligand binding to various GPCRs including the human μ-, δ-, and κ-opiod, α- and β-adrenergic, muscarinic M1 and M2, and dopaminergic D1 and D2 receptors. Modulation is G-protein independent and is both selective and reversible.

Application

SCH-202676 hydrobromide may be used in G protein-coupled receptor-mediated cell signaling studies.

Biochem/physiol Actions

SCH-202676 inhibits the binding of both agonists and antagonists to G protein-coupled receptors. It also inhibits human μ-, δ-, and κ-opioid, α- and β-adrenergic, muscarinic M1 and M2, and dopaminergic D1 and D2 receptors. Some reports indicates thiol modification as the mechanism of inhibition rather than allosteric modulation.
Allosteric agonist and antagonist of G-protein coupled receptors (GPCRs).

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

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

Regulatory Information

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Anna M Lewandowicz et al.
British journal of pharmacology, 147(4), 422-429 (2006-01-13)
1. Previous studies suggest that the thiadiazole compound SCH-202676 (N-(2,3-diphenyl-1,2,4-thiadiazol-5-(2H)-ylidene)methanamine) acts as an allosteric modulator of a variety of structurally distinct G protein-coupled receptors (GPCRs). It was postulated that SCH-202676 would directly bind a structural motif in the receptor molecule
A B Fawzi et al.
Molecular pharmacology, 59(1), 30-37 (2000-12-23)
A novel thiadiazole compound, SCH-202676 (N-(2,3-diphenyl-1,2, 4-thiadiazol-5-(2H)-ylidene)methanamine), has been identified as an inhibitor of both agonist and antagonist binding to G protein-coupled receptors (GPCRs). SCH-202676 inhibited radioligand binding to a number of structurally distinct, heterologously expressed GPCRs, including the human

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