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Key Documents

SML1085

Sigma-Aldrich

Retro-2

≥98% (HPLC)

Synonym(s):

2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolinone

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About This Item

Empirical Formula (Hill Notation):
C19H16N2OS
CAS Number:
Molecular Weight:
320.41
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.77

Quality Level

Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O=C1C2=CC=CC=C2NC(C3=CC=C(C)S3)N1C4=CC=CC=C4

InChI

1S/C19H16N2OS/c1-13-11-12-17(23-13)18-20-16-10-6-5-9-15(16)19(22)21(18)14-7-3-2-4-8-14/h2-12,18,20H,1H3

InChI key

BOAPXDSRULBILC-UHFFFAOYSA-N

Application

Retro-2 has been used to estimate retrograde trafficking of Shiga toxin subunit B (STxB)-Cy3.

Biochem/physiol Actions

Retro-2 is a non-toxic inhibitor of the endosome-to-Golgi retrograde transport that selectively protect cells from ricin, cholera toxin, and Shiga-like toxins, without affecting compartment morphology, endogenous retrograde cargos, or other trafficking steps.

Storage Class Code

11 - Combustible Solids

WGK

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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Structural insights into Legionella RidL-Vps29 retromer subunit interaction reveal displacement of the regulator TBC1D5.
Barlocher K, et al.
Nature Communications, 8(1), 1543-1543 (2017)
Zhouguang Jiao et al.
Journal of applied toxicology : JAT, 40(10), 1440-1450 (2020-06-01)
The current study explores the detoxification effect of Retro-2 on ricin toxin (RT) cytotoxicity, as well as the mechanisms underlying such effects, to provide a basis for follow-up clinical applications of Retro-2. The mouse-derived mononuclear/macrophage cell line, RAW264.7, was used

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