ChemicalBook > CAS DataBase List > 2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolinone

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

Product Name
2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolinone
CAS No.
1429192-00-6
Chemical Name
2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolinone
Synonyms
Retro-2;RN 1-001;Retro-2 cycl;Retro-2 >=98% (HPLC);Retro-2 cycl, 10 mM in DMSO;2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolin;2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolinone;4(1H)-Quinazolinone, 2,3-dihydro-2-(5-methyl-2-thienyl)-3-phenyl-;2-(5-methylthiophen-2-yl)-3-phenyl-2,3-dihydroquinazolin-4(1H)-one;Arenavirus,Human papillomavirus,Inhibitor,Retro-2 cycl,Virus Protease,Retro 2 cycl,Retro2 cycl,inhibit,HPV
CBNumber
CB22751094
Molecular Formula
C19H16N2OS
Formula Weight
320.41
MOL File
1429192-00-6.mol
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2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolinone Property

storage temp. 
2-8°C
solubility 
DMSO: soluble10mg/mL, clear (warmed)
form 
powder
color 
white to beige
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Safety

WGK Germany 
3
HS Code 
2934999090
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML1085
Product name
Retro-2
Purity
≥98% (HPLC)
Packaging
5mg
Price
$121
Updated
2025/07/31
Sigma-Aldrich
Product number
SML1085
Product name
Retro-2
Purity
≥98% (HPLC)
Packaging
25mg
Price
$512
Updated
2025/07/31
Sigma-Aldrich
Product number
554715-M
Product name
Retro-2
Purity
A cell-permeable tricyclic imine compound that inhibits the endosome-to-Golgi retrograde transport, but not cellular uptake, of CtxB, StxB without affecting cellular uptake/trafficking of Tf or EGF.
Packaging
1 unit
Price
$176
Updated
2025/07/31
Cayman Chemical
Product number
21946
Product name
Retro-2
Purity
≥98%
Packaging
1mg
Price
$32
Updated
2024/03/01
Cayman Chemical
Product number
21946
Product name
Retro-2
Purity
≥98%
Packaging
5mg
Price
$100
Updated
2024/03/01
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2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolinone Chemical Properties,Usage,Production

Description

Retro-2 is a selective inhibitor of retrograde protein trafficking mediated by syntaxin-5 at the interface between the endosome and trans-Golgi network, with no discernable effects on other intracellular trafficking pathways. Retro-2 inhibits ebolavirus infection with an EC50 value of 12.2 μM and reduces ricin-induced toxicity by 2.7-fold when used at a concentration of 20 μM in HeLa cells. Retro-2 also blocks JC polyomavirus, BK polyomavirus, and SV40 infectivity in Vero green monkey kidney epithelial cells in vitro (EC50s = 28.4, 61.2, and 58.6 μM, respectively). In mouse models, Retro-2 improves survival and reduces symptoms following infection with Shiga toxin-producing E. coli when administered at a dose of 100 mg/kg and protects against ricin challenge when administered prophylactically at a dose of 2 mg/kg.

Uses

Retro-2 is an inhibitor of Ribosome-Inactivating Proteins (RIPs) as well as a blocker of Leishmania parasitophorous vacuoles (LPV) development.

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.

in vivo

Retro-2 cycl (2-50 mg/kg, once daily for 7 days) can significantly protect 90% of newborn mice from lethal EV71 challenge[3].

Animal Model:Newborn mice induced by EV71-WT[3]
Dosage:2, 10, 50 mg/kg; daily; 7 days
Administration:Intraperitoneal injection (i.p.)
Result:Improved the survival rate of infected mice.

References

[1] MATHIEU E NONNENMACHER. Syntaxin 5-dependent retrograde transport to the trans-Golgi network is required for adeno-associated virus transduction.[J]. Journal of Virology, 2015, 89 3: 1673-1687. DOI: 10.1128/jvi.02520-14
[2] BAHNE STECHMANN. Inhibition of retrograde transport protects mice from lethal ricin challenge.[J]. Cell, 2010, 141 2: 231-242. DOI: 10.1016/j.cell.2010.01.043
[3] OLENA SHTANKO . Retro-2 and its dihydroquinazolinone derivatives inhibit filovirus infection[J]. Antiviral research, 2018, 149: Pages 154-163. DOI: 10.1016/j.antiviral.2017.11.016
[4] CHRISTIAN D S NELSON. A retrograde trafficking inhibitor of ricin and Shiga-like toxins inhibits infection of cells by human and monkey polyomaviruses.[J]. mBio, 2013: e00729-13. DOI: 10.1128/mbio.00729-13
[5] T SECHER. Retrograde Trafficking Inhibitor of Shiga Toxins Reduces Morbidity and Mortality of Mice Infected with Enterohemorrhagic Escherichia coli.[J]. Antimicrobial Agents and Chemotherapy, 2015: 5010-5013. DOI: 10.1128/aac.00455-15

2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolinone Preparation Products And Raw materials

Raw materials

Preparation Products

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

China 65 United Kingdom 1 United States 6 Global 72
Adamas Reagent, Ltd.
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Sigma-Aldrich
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021-61415566 800-8193336
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orderCN@merckgroup.com
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Shanghaizehan biopharma technology co., Ltd.
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021-61350663 13052117465
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021-61350662
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sales@zehanbiopharma.com
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China
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Pharmacodia (Beijing) Co.,Ltd
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+86-400-851-9921
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+86-10-82826195
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sales@pharmacodia.com
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Shanghai EFE Biological Technology Co., Ltd.
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021-65675885 18964387627
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021-65675885
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info@efebio.com
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Shanghai YuanYe Biotechnology Co., Ltd.
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021-61312847; 18021002903
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Tianjin Kailiqi Biotechnology Co., Ltd.
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15076683720
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022-23754520
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klq@cw-bio.com
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Beijing Solarbio Science & Tecnology Co., Ltd.
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010-50973130 18101056239
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Amadis Chemical Company Limited
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571-89925085
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0086-571-89925065
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sales@amadischem.com
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Beijing Jin Ming Biotechnology Co., Ltd.
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1429192-00-6, 2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolinoneRelated Search:


  • 2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolinone
  • Retro-2
  • Retro-2 cycl
  • RN 1-001
  • 4(1H)-Quinazolinone, 2,3-dihydro-2-(5-methyl-2-thienyl)-3-phenyl-
  • 2-(5-methylthiophen-2-yl)-3-phenyl-2,3-dihydroquinazolin-4(1H)-one
  • Retro-2 >=98% (HPLC)
  • 2,3-Dihydro-2-(5-methyl-2-thienyl)-3-phenyl-4(1H)-quinazolin
  • Arenavirus,Human papillomavirus,Inhibitor,Retro-2 cycl,Virus Protease,Retro 2 cycl,Retro2 cycl,inhibit,HPV
  • Retro-2 cycl, 10 mM in DMSO
  • 1429192-00-6