MRT-83 HCl salt
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MedKoo CAT#: 407238

CAS#: 1359944-60-7 (HCl)

Description: MRT-83 is a novel potent antagonist of Smo. MRT-83 blocks Hedgehog (Hh) signaling in various assays with an IC50 in the nanomolar range, showing greater potency than the reference Smo antagonist cyclopamine. MRT-83 inhibits Bodipy-cyclopamine binding to human and mouse Smo. MRT-83 abrogates the agonist-induced trafficking of endogenous mouse or human Smo to the primary cilium of C3H10T1/2 or NT2 cells that derive from a pluripotent testicular carcinoma. MRT-83 efficiently antagonizes Hh signaling in vivo. MRT-83 will be useful for manipulating Hh signaling and may help develop new therapies against Hh-pathway related diseases.

Chemical Structure

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MRT-83 HCl salt
CAS# 1359944-60-7 (HCl)
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 407238
Name: MRT-83 HCl salt
CAS#: 1359944-60-7 (HCl)
Chemical Formula: C31H31ClN4O5
Exact Mass: 0.00
Molecular Weight: 575.062
Elemental Analysis: C, 64.75; H, 5.43; Cl, 6.16; N, 9.74; O, 13.91

Price and Availability

Size Price Availability Quantity
5mg USD 290 2 Weeks
10mg USD 470 2 Weeks
25mg USD 835 2 Weeks
50mg USD 1250 2 Weeks
100mg USD 1925 2 Weeks
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Related CAS #: 1359944-60-7 (HCl)   1263131-92-5 (free base)    

Synonym: MRT-83; MRT 83; MRT83.

IUPAC/Chemical Name: N-(2-methyl-5-(3-(3,4,5-trimethoxybenzoyl)guanidino)phenyl)-[1,1'-biphenyl]-4-carboxamide hydrochloride

InChi Key: ZOQUUTBPNBYISX-UHFFFAOYSA-N

InChi Code: InChI=1S/C31H30N4O5.ClH/c1-19-10-15-24(33-31(32)35-30(37)23-16-26(38-2)28(40-4)27(17-23)39-3)18-25(19)34-29(36)22-13-11-21(12-14-22)20-8-6-5-7-9-20;/h5-18H,1-4H3,(H,34,36)(H3,32,33,35,37);1H

SMILES Code: O=C(NC(NC1=CC=C(C)C(NC(C2=CC=C(C3=CC=CC=C3)C=C2)=O)=C1)=N)C4=CC(OC)=C(OC)C(OC)=C4.[H]Cl

Appearance: Solid powder

Purity: >98% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >2 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

More Info:

Product Data:
Product Data
Instruction:
View handling instruction
Biological target: MRT-83 (hydrochloride) is the potent antagonist of Smoothened (Smo) receptor.
In vitro activity: MRT-83 blocks Hedgehog (Hh) signaling in various assays with an IC50 in the nanomolar range, showing greater potency than the reference Smo antagonist cyclopamine. MRT-83 inhibits Bodipy-cyclopamine binding to human and mouse Smo but does not modify Wnt signaling in human embryonic kidney 293 transiently transfected with a Tcf/Lef-dependent Firefly luciferase reporter together with a Renilla reniformis luciferase control reporter. Reference: Mol Pharmacol. 2011 Mar;79(3):453-60. https://pubmed.ncbi.nlm.nih.gov/21177415/
In vivo activity: MRT-83 abrogates the agonist-induced trafficking of endogenous mouse or human Smo to the primary cilium of C3H10T1/2 or NT2 cells that derive from a pluripotent testicular carcinoma. Stereotaxic injection into the lateral ventricle of adult mice of MRT-83 but not of a structurally related compound inactive at Smo abolished up-regulation of Patched transcription induced by Sonic Hedgehog in the neighboring subventricular zone. These data demonstrate that MRT-83 efficiently antagonizes Hh signaling in vivo. Reference: Mol Pharmacol. 2011 Mar;79(3):453-60. https://pubmed.ncbi.nlm.nih.gov/21177415/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 250.0 434.74

Preparing Stock Solutions

The following data is based on the product molecular weight 575.06 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol: Roudaut H, Traiffort E, Gorojankina T, Vincent L, Faure H, Schoenfelder A, Mann A, Manetti F, Solinas A, Taddei M, Ruat M. Identification and mechanism of action of the acylguanidine MRT-83, a novel potent Smoothened antagonist. Mol Pharmacol. 2011 Mar;79(3):453-60. doi: 10.1124/mol.110.069708. Epub 2010 Dec 21. PMID: 21177415.
In vitro protocol: Roudaut H, Traiffort E, Gorojankina T, Vincent L, Faure H, Schoenfelder A, Mann A, Manetti F, Solinas A, Taddei M, Ruat M. Identification and mechanism of action of the acylguanidine MRT-83, a novel potent Smoothened antagonist. Mol Pharmacol. 2011 Mar;79(3):453-60. doi: 10.1124/mol.110.069708. Epub 2010 Dec 21. PMID: 21177415.
In vivo protocol: Roudaut H, Traiffort E, Gorojankina T, Vincent L, Faure H, Schoenfelder A, Mann A, Manetti F, Solinas A, Taddei M, Ruat M. Identification and mechanism of action of the acylguanidine MRT-83, a novel potent Smoothened antagonist. Mol Pharmacol. 2011 Mar;79(3):453-60. doi: 10.1124/mol.110.069708. Epub 2010 Dec 21. PMID: 21177415.

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1: Gorojankina T, Hoch L, Faure H, Roudaut H, Traiffort E, Schoenfelder A, Girard
N, Mann A, Manetti F, Solinas A, Petricci E, Taddei M, Ruat M. Discovery,
molecular and pharmacological characterization of GSA-10, a novel small-molecule
positive modulator of Smoothened. Mol Pharmacol. 2013 May;83(5):1020-9. doi:
10.1124/mol.112.084590. Epub 2013 Feb 28. Erratum in: Mol Pharmacol. 2013
Aug;84(2):303. PubMed PMID: 23448715.


2: Solinas A, Faure H, Roudaut H, Traiffort E, Schoenfelder A, Mann A, Manetti F,
Taddei M, Ruat M. Acylthiourea, acylurea, and acylguanidine derivatives with
potent hedgehog inhibiting activity. J Med Chem. 2012 Feb 23;55(4):1559-71. doi:
10.1021/jm2013369. Epub 2012 Feb 10. PubMed PMID: 22268551.


3: Roudaut H, Traiffort E, Gorojankina T, Vincent L, Faure H, Schoenfelder A,
Mann A, Manetti F, Solinas A, Taddei M, Ruat M. Identification and mechanism of
action of the acylguanidine MRT-83, a novel potent Smoothened antagonist. Mol
Pharmacol. 2011 Mar;79(3):453-60. doi: 10.1124/mol.110.069708. Epub 2010 Dec 21.
PubMed PMID: 21177415.