ChemicalBook > CAS DataBase List > ARQ 092

ARQ 092

Product Name
ARQ 092
CAS No.
1313883-00-9
Chemical Name
ARQ 092
Synonyms
MK-7075);ARQ092 HCl;Miransertib HCl;ARQ092 Hydrochloride;Miransertib HCl (ARQ 092);Miransertib (ARQ 092) HCl;Miransertib hydrochloride;Miransertib (ARQ 092) HCl ，S8339;3-(3-(4-(1-Aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amine hydrochloride
CBNumber
CB83373055
Molecular Formula
C27H25ClN6
Formula Weight
468.99
MOL File
1313883-00-9.mol
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ARQ 092 Property

storage temp. 
Store at -20°C
solubility 
DMSO: 75 mg/mL (159.92 mM);Ethanol: 4 mg/mL (8.53 mM)
form 
Solid
color 
Light yellow to brown
Water Solubility 
Water: Insoluble
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

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

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N-Bromosuccinimide Price

Ambeed
Product number
A803512
Product name
ARQ092
Purity
98+%
Packaging
1mg
Price
$39
Updated
2021/12/16
Ambeed
Product number
A803512
Product name
ARQ092
Purity
98+%
Packaging
5mg
Price
$77
Updated
2021/12/16
Ambeed
Product number
A803512
Product name
ARQ092
Purity
98+%
Packaging
10mg
Price
$131
Updated
2021/12/16
Ambeed
Product number
A803512
Product name
ARQ092
Purity
98+%
Packaging
25mg
Price
$208
Updated
2021/12/16
Ambeed
Product number
A803512
Product name
ARQ092
Purity
98+%
Packaging
50mg
Price
$270
Updated
2021/12/16
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ARQ 092 Chemical Properties,Usage,Production

Uses

Miransertib hydrochloride (ARQ-092 hydrochloride) is a potent, orally active, selective and allosteric Akt inhibitor with IC50s of 2.7 nM, 14 nM and 8.1 nM for Akt1, Akt2, Akt3, respectively. Miransertib hydrochloride is also a potent the AKT1-E17K mutant protein inhibitor and has the potential for PI3K/AKT-driven tumors and Proteus syndrome research[1]. Miransertib hydrochloride is effective against Leishmania[2].

Synthesis

1313881-69-4

1313883-00-9

Step 4: Tert-butyl (1 -(4-(2-(2-(2-aminopyridin-3-yl)-5-phenyl-3H-imidazo[4,5-b]pyridin-3-yl)phenyl)cyclobutyl)carbamate (4.1 g) was dissolved in dichloromethane (100 mL), and a dioxane solution (20 mL) of 4.0 M HCl was slowly added. The reaction mixture was stirred at room temperature for 2.5 hours. After completion of the reaction, ether (50 mL) was added to the suspension and the solid was collected by filtration to afford 3-(3-(4-(1-aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amine hydrochloride (4.032 g, white solid). The product was characterized by 1H NMR (DMSO-d6, 400 MHz) and LCMS: 1H NMR δ 8.94 (s, 3H), 8.47 (bs, 1H), 8.38 (d, J = 8.8 Hz, 1H), 8.19-8.15 (m, 1H), 8.10-8.03 (m, 3H), 7.93-7.88 (m, 1H), 7.76 (d, J = 8.4 Hz, 1H), 7.69 (d, J = 8.4 Hz, 2H), 7.52-7.40 (m, 3H), 6.92 (t, J = 7.6 Hz, 1H), 2.70-2.57 (m, 4H), 2.29-2.20 (m, 1H), 1.90-1.80 (m, 1H); LCMS: m/z 433 [M + H]+. Calculated elemental analysis (C29H27ON7-3.06HCl-0.01C4H8O2-0.03C4H10O): C 59.61, H 5.28, N 15.36; measured values: C 59.62, H 5.05, N 15.36.

in vivo

Miransertib (ARQ-092; Compound 21a) shows good absolute oral bioavailability in rats (5 mg/kg) and monkeys (10 mg/kg) with F values of 62% and 49%, respectively. The half-life is longer in rats compared to monkeys with t1/2 values of 17 h in rats versus 7 h in monkeys. The Cmax is 198 ng/mL and 258 ng/mL and the AUCinf was 5496 h?ng/mL and 2960 h?ng/mL in rats and monkeys, respectively[1].
Miransertib (ARQ-092; Compound 21a) inhibits tumor growth in a human xenograft mouse model of endometrial adenocarcinoma[1].

IC 50

Akt1: 2.7 nM (IC50); Leishmania; Akt3: 8.1 nM (IC50); Akt2: 174 nM (IC50); Akt1 E17K mutant

References

[1] Lapierre JM, et al. Discovery of 3-(3-(4-(1-Aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amine (ARQ 092): An Orally Bioavailable, Selective, and Potent Allosteric AKT Inhibitor. J Med Chem. 2016 Jul 14;59(13):6455-69. DOI:10.1021/acs.jmedchem.6b00619
[2] Devki Nandan, et al. Miransertib (ARQ 092), an orally-available, selective Akt inhibitor is effective against Leishmania. PLoS One. 2018 Nov 6;13(11):e0206920. DOI:10.1371/journal.pone.0206920

ARQ 092 Preparation Products And Raw materials

Raw materials

Preparation Products

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ARQ 092 Suppliers

China 43 India 1 United States 3 Global 47
InvivoChem
Tel
+1-708-310-1919 +1-13798911105
Fax
708-557-7486
Email
sales@invivochem.cn
Country
United States
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6391
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TargetMol Chemicals Inc.
Tel
+1-781-999-5354;
Email
support@targetmol.com
Country
United States
ProdList
39035
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Aladdin Scientific
Tel
Email
tp@aladdinsci.com
Country
United States
ProdList
57505
Advantage
58

1313883-00-9, ARQ 092Related Search:

Pyridine hydrochloride Trimethylamine hydrochloride Betaine hydrochloride Methylamine hydrochloride

  • ARQ092 HCl
  • Miransertib (ARQ 092) HCl
  • ARQ092 Hydrochloride
  • Miransertib HCl
  • Miransertib HCl (ARQ 092)
  • 3-(3-(4-(1-Aminocyclobutyl)phenyl)-5-phenyl-3H-imidazo[4,5-b]pyridin-2-yl)pyridin-2-amine hydrochloride
  • MK-7075)
  • Miransertib hydrochloride
  • Miransertib (ARQ 092) HCl ，S8339
  • 1313883-00-9