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ChemicalBook >> CAS DataBase List >>2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester

2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester

2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester Structure
2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester structure
CAS No.
305834-79-1
Chemical Name:
2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester
Synonyms
SC79;SC97;CS-2177;SC79;SC 79;Akt Activator II;Akt Activator II, SC79;SC79;SC 79;AKT ACTIVATOR II;Akt Activator II, SC79 - CAS 305834-79-1 - Calbiochem;SC79,inhibit,Akt,Protein kinase B,Inhibitor,SC-79,PKB;Ethyl-2-amino-6-chloro-4-(1-cyano-2-ethoxy-2-oxoethyl)-4Hchromene-3-carboxylat
CBNumber:
CB82708757
Molecular Formula:
C17H17ClN2O5
Molecular Weight:
364.78
MDL Number:
MFCD02681303
MOL File:
305834-79-1.mol
MSDS File:
SDS
Last updated:2024-11-13 11:39:26
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2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester Properties

Boiling point 524.8±50.0 °C(Predicted)
Density 1.340±0.06 g/cm3(Predicted)
storage temp. -20°C
solubility DMSO: soluble20mg/mL, clear
pka 3.03±0.40(Predicted)
form powder
color white to beige
Stability Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 2 months.

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332
Precautionary statements  P280-P301+P312-P362+P364
WGK Germany  3
HS Code  2932990090

2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester price More Price(38)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich SML0749 SC79 ≥97% (NMR) 305834-79-1 5mg $119 2024-03-01 Buy
Sigma-Aldrich 123871 Akt Activator II, SC79 305834-79-1 25mg $225 2024-03-01 Buy
Cayman Chemical 14972 SC-79 ≥95% 305834-79-1 5mg $57 2024-03-01 Buy
Cayman Chemical 14972 SC-79 ≥95% 305834-79-1 10mg $107 2024-03-01 Buy
Sigma-Aldrich SML0749 SC79 ≥97% (NMR) 305834-79-1 25mg $289.2 2024-03-01 Buy
Product number Packaging Price Buy
SML0749 5mg $119 Buy
123871 25mg $225 Buy
14972 5mg $57 Buy
14972 10mg $107 Buy
SML0749 25mg $289.2 Buy

2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester Chemical Properties,Uses,Production

Description

SC-79 is an activator of Akt that blocks its membrane translocation while allowing its phosphorylation, in the cytosol, by upstream kinases. For example, both Thr308 and Ser473 on Akt are phosphorylated in serum starved HeLa cells treated for 1 hour with insulin growth factor and SC-79 (4 μg/ml). SC-79 permits phosphorylation and activation of all isoforms of Akt, it is active in multiple cell types, and works in both receptor tyrosine kinase- and G protein-coupled receptor-mediated signaling. SC-79 has been used to elucidate the role of Akt signaling in neuronal survival, glucose-mediated apoptosis in podocytes, and miR-221-regulated cancer cell proliferation.

Uses

2-Amino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester is a useful synthetic intermediate.

Uses

SC79 has been used in western blot analysis as a positive control to measure the extent of phosphorylation of Akt and also to activate Akt that has been suppressed by nitidine chloride, a natural bioactive alkaloid.

General Description

A cell-permeable and blood-brain barrier permeant bromo-to-chloro substituted HA14-1 (Cat. No. 371971) analog that renders Akt in a conformation susceptible to phosphorylation by upstream kinases via specific interaction with Akt pleckstrin homology (PH) domain PtdIns(3,4,5)P3- (PIP3) binding pocket. Shown to enhance both basal and receptor-mediated Akt phosphorylation (Thr308 and Ser473) in a time- and dose-dependent manner (2 to 4 μg/ml) with concomitant inhibition Akt membrane translocation in various cell cultures. Efficiently reduces glutamate-induced neurotoxicity both in primary neuron cultures (EC50 = 4 μg/ml) in vitro and in a murine MCAO (middle cerebral artery occlusion) model (40 mg/kg, i.p.) in vivo.

Biochem/physiol Actions

Cell permeable: yes

in vitro

sc79 was identified by a cell-based high-throughput chemical genetic screening, and inhibits akt membrane translocation. however, akt was paradoxically activated by sc79in the cytosol, specifically binding to the ph domain of akt. the conformation of sc79-bound akt is favorable for phosphorylation by upstream protein kinases. in a mouse model and a hippocampal neuronal culture system for ischemic stroke, the result of augmented neuronal survival is attained, based on the cytosolic activation of akt by sc79, which is sufficient to recapitulate the primary cellular function of akt signaling. thus, sc79, a unique specific akt activator, may be applied to enhance akt activity in various physiological and pathological conditions.

in vivo

in aqueous environment, sc79 is relatively unstable. intriguingly, however, the sustained level of phosphorylated akt was observed both in cell culture and in vivo after the removal of sc79, indicating that sc79 may act irreversibly. the chemical moieties of sc79 (i.e., nitrile group) could be modified and/or reacts with amino acids. nevertheless, sc79, a relatively safe drug, was revealed by following fact. assignment of sc79 treatment much high dose (0.4 mg/g of body weight) did not accelerate any detectable changes in body weight (survival rate, appearance, and behavior) in mice. achievement of neuronal protective effect by i.p. injection suggests that sc79 also has a good penetration of blood–brain barrier. sc79 can be applied as a chemical platform to develop novel drugs for neurological and other complications

storage

Store at -20°C

References

1) Jo?et al. (2012),?Small-molecule-induced cytosolic activation of protein kinase Akt rescues ischemia-elicited neuronal death; Proc. Natl. Acad. Sci. USA,?109?10581 2) Yang?et al.?(2016),?MiR-221 Promotes Capan-2 Pancreatic Ductal Adenocarcinoma Cells Proliferation by Targeting PTEN-Akt; Cell. Physiol. Biochem.?38?2366 3) Chen?et al.?(2017),?Novel Akt activator SC-79 is a potential treatment for alcohol-induced osteonecrosis of the femoral head; Oncotarget,?8?31065

2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester Preparation Products And Raw materials

Raw materials

Preparation Products

2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester Suppliers

Global( 112)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Fengda Chemical Co., Ltd 		+86-371-86557731 +86-13613820652 info@fdachem.com China 20288 58
ATK CHEMICAL COMPANY LIMITED 		+undefined-21-51877795 ivan@atkchemical.com China 32951 60
career henan chemical co 		+86-0371-86658258 +8613203830695 sales@coreychem.com China 29885 58
Biochempartner 		0086-13720134139 candy@biochempartner.com CHINA 965 58
Chongqing Chemdad Co., Ltd 		+86-023-6139-8061 +86-86-13650506873 sales@chemdad.com China 39894 58
SHANGHAI T&W PHARMACEUTICAL CO., LTD. 		+86-021-61551413 +8618813727289 contact@trustwe.com China 5738 58
TargetMol Chemicals Inc. 		+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 32077 58
Finetech Industry Limited 		+86-27-87465837 +8618971612321 info@finetechnology-ind.com China 9640 58
InvivoChem 		+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6391 58
Hangzhou MolCore BioPharmatech Co.,Ltd. 		+86-057181025280; +8617767106207 sales@molcore.com China 49734 58
Supplier Advantage
Henan Fengda Chemical Co., Ltd 		58
ATK CHEMICAL COMPANY LIMITED 		60
career henan chemical co 		58
Biochempartner 		58
Chongqing Chemdad Co., Ltd 		58
SHANGHAI T&W PHARMACEUTICAL CO., LTD. 		58
TargetMol Chemicals Inc. 		58
Finetech Industry Limited 		58
InvivoChem 		58
Hangzhou MolCore BioPharmatech Co.,Ltd. 		58

View Lastest Price from 2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
SC79 pictures 2024-11-12 SC79
305834-79-1
 US $52.00-143.00 / mg 98% 10g TargetMol Chemicals Inc.
2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester pictures 2024-04-24 2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester
305834-79-1
 US $8.00-2.00 / kg 1kg 99% g-kg-tons, free sample is available Henan Fengda Chemical Co., Ltd
2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester pictures 2019-07-06 2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester
305834-79-1
 US $2.00 / kg 1kg 99% 100kg Career Henan Chemical Co
  • SC79 pictures
  • SC79
    305834-79-1
  • US $52.00-143.00 / mg
  • 98%
  • TargetMol Chemicals Inc.

2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester Spectrum

2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester(305834-79-1)1HNMR

305834-79-1(2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester)Related Search:

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2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester 2-Amino-6-chloro-alpha-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic acid ethyl ester Akt Activator II, SC79 Akt Activator II SC79;SC 79;AKT ACTIVATOR II 4H-1-Benzopyran-4-acetic acid, 2-amino-6-chloro-α-cyano-3-(ethoxycarbonyl)-, ethyl ester SC79;SC 79 Akt Activator II, SC79 - CAS 305834-79-1 - Calbiochem CS-2177 Ethyl-2-amino-6-chloro-4-(1-cyano-2-ethoxy-2-oxoethyl)-4Hchromene-3-carboxylat SC97 2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester SC79 Ethyl 2-amino-6-chloro-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate SC79,inhibit,Akt,Protein kinase B,Inhibitor,SC-79,PKB 305834-79-1 Inhibitors