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SML1336

Sigma-Aldrich

VUAA1

≥98% (HPLC)

Synonym(s):

2-((4-Ethyl-5-(pyridin-3-yl)-4H-1,2,4-triazol-3-yl)thio)-N-(4-ethylphenyl)acetamide, N-(4-Ethylphenyl)-2-((4-ethyl-5-(3-pyridinyl)-4H-1,2,4-triazol-3-yl)thio)acetamide, VU0099414

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About This Item

Empirical Formula (Hill Notation):
C19H21N5OS
CAS Number:
Molecular Weight:
367.47
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

CCC(C=C1)=CC=C1NC(CSC2=NN=C(C3=CN=CC=C3)N2CC)=O

InChI

1S/C19H21N5OS/c1-3-14-7-9-16(10-8-14)21-17(25)13-26-19-23-22-18(24(19)4-2)15-6-5-11-20-12-15/h5-12H,3-4,13H2,1-2H3,(H,21,25)

InChI key

UWCCKVJVOHTHAF-UHFFFAOYSA-N

Biochem/physiol Actions

N-(4-ethylphenyl)-2-((4-ethyl-5-(3-pyridinyl)-4H-1,2,4-triazol-3-yl) thio) acetamide (VUAA1) is a non-naturally occurring volatile compound. It is considered as a valuable tool for insect olfactory research.
VUAA1 is an agonist of the highly conserved insect odorant receptor co-receptor ion channel Orco. VUAA1 is able to activate both heteromeric and homomeric Orco-containing channels.

Disclaimer

The product is not intended for use as a biocide under global biocide regulations, including but not limited to US EPA′s Federal Insecticide Fungicide and Rodenticide Act, European Biocidal Products Regulation, Canada’s Pest Management Regulatory Agency, Turkey’s Biocidal Products Regulation, Korea’s Consumer Chemical Products and Biocide Safety Management Act (K-BPR) and others.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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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Endogenous insensitivity to the Orco agonist VUAA1 reveals novel olfactory receptor complex properties in the specialist fly Mayetiola destructor.
Corcoran JA, et al.
Scientific Reports, 8(1), 3489-3489 (2018)
Expressional and functional interactions of two Apis cerana cerana olfactory receptors.
Guo L, et al.
PeerJ, 6, e5005-e5005 (2018)

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