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Retro-2

CAT: 0804-HY-122571-02Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-122571-02Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Retro-2 is a selective inhibitor of retrograde protein trafficking at the endosome-trans-Golgi network interface. Retro-2 is an ebolavirus (EBOV) infection inhibitor with an EC50 of 12.2 μM in HeLa cells. Retro-2 induces cell autophagy[1][2][3].
CAS Number
1201652-50-7
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Autophagy; Filovirus; Parasite
Type
Reference compound
Related Pathways
Anti-infection; Autophagy
Applications
Cancer-programmed cell death
Field of Research
Cancer; Infection
Assay Protocol
https://www.medchemexpress.com/retro-2.html
Purity
98.0
Solubility
DMSO : 250 mg/mL (ultrasonic)
Smiles
O=C(NC1=CC=CC=C1)C2=CC=CC=C2/N=C/C3=CC=C(C)S3
Molecular Formula
C19H16N2OS
Molecular Weight
320.41
Precautions
H302, H315, H319, H335
References & Citations
[1] Bahne Stechmann, et al. Inhibition of retrograde transport protects mice from lethal ricin challenge. Cell. 2010 Apr 16;141 (2) :231-42.|[2]Valérie Nicolas, et al. Small Trafficking Inhibitor Retro-2 Disrupts the Microtubule-Dependent Trafficking of Autophagic Vacuoles. Front Cell Dev Biol. 2020 Jun 18;8:464.|[3]Olena Shtanko, et al. Retro-2 and its dihydroquinazolinone derivatives inhibit filovirus infection. Antiviral Res. 2018 Jan;149:154-163.
Shipping Conditions
Room Temperature
Storage Conditions
4°C (Powder, protect from light)
Scientific Category
Reference compound1
Clinical Information
No Development Reported
Isoform
EBOV; Leishmania

Chemical Information

2-(((5-methyl-2-thienyl)methylene)amino)-N-phenylbenzamide

a retrograde transport inhibitor that protects against ricin challenge; structure in first source

CAS Number1201652-50-7
PubChem CID727405
IUPAC Name2-[(5-methylthiophen-2-yl)methylideneamino]-N-phenylbenzamide
Molecular FormulaC19H16N2OS
Molecular Weight320.4
XLogP4.5
Topological Polar Surface Area69.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Heavy Atom Count23
Formal Charge0
Complexity420
SMILES
CC1=CC=C(S1)C=NC2=CC=CC=C2C(=O)NC3=CC=CC=C3
InChI
InChI=1S/C19H16N2OS/c1-14-11-12-16(23-14)13-20-18-10-6-5-9-17(18)19(22)21-15-7-3-2-4-8-15/h2-13H,1H3,(H,21,22)
InChIKey
QEGJLRIARJEIPG-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of 2-(((5-methyl-2-thienyl)methylene)amino)-N-phenylbenzamide
CAS: 1201652-50-7
CID: 727405
Formula: C19H16N2OS
MW: 320.4
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight320.4
XLogP34.5
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count3
Rotatable Bond Count4
Exact Mass320.09833431
Monoisotopic Mass320.09833431
Topological Polar Surface Area69.7 Ų
Heavy Atom Count23
Formal Charge0
Complexity420
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes