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

Product Name: 2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester
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;SC79, Akt activator;SC79, 10 mM in DMSO;Akt Activator II, SC79;SC79;SC 79;AKT ACTIVATOR II;Akt Activator II, SC79 - CAS 305834-79-1 - Calbiochem
CBNumber: CB82708757
Molecular Formula: C17H17ClN2O5
Formula Weight: 364.78
MOL File: 305834-79-1.mol

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

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
form: powder
pka: 3.03±0.40(Predicted)
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.

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Safety

WGK Germany: 3
HS Code: 2932990090

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Precautionary statements

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

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML0749
Product name: SC79
Purity: ≥97% (NMR)
Packaging: 5mg
Price: $115.9
Updated: 2025/07/31

Sigma-Aldrich

Product number: 123871
Product name: Akt Activator II, SC79
Packaging: 25mg
Price: $231
Updated: 2025/07/31

TCI Chemical

Product number: A3713
Product name: SC 79
Packaging: 25MG
Price: $144
Updated: 2025/07/31

TCI Chemical

Product number: A3713
Product name: SC 79
Packaging: 100MG
Price: $360
Updated: 2025/07/31

Cayman Chemical

Product number: 14972
Product name: SC-79
Purity: ≥95%
Packaging: 5mg
Price: $57
Updated: 2024/03/01

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2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester Chemical Properties,Usage,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] HAKRYUL JO. Small molecule-induced cytosolic activation of protein kinase Akt rescues ischemia-elicited neuronal death.[J]. Proceedings of the National Academy of Sciences of the United States of America, 2012, 109 26: 10581-10586. DOI:10.1073/pnas.1202810109
[2] WENZHUO YANG. MiR-221 Promotes Capan-2 Pancreatic Ductal Adenocarcinoma Cells Proliferation by Targeting PTEN-Akt.[J]. Cellular Physiology and Biochemistry, 2016, 38 6: 2366-2374. DOI:10.1159/000445589
[3] YI-XUAN CHEN. Novel Akt activator SC-79 is a potential treatment for alcohol-induced osteonecrosis of the femoral head.[J]. Oncotarget, 2017: 31065-31078. DOI:10.18632/oncotarget.16075

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

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

Henan Fengda Chemical Co., Ltd

Product: 2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester 305834-79-1
Price: US $8.00-2.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2024-04-24

Career Henan Chemical Co

Product: 2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester 305834-79-1
Price: US $2.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 100kg
Release date: 2018-12-23

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

Astemizole U-74389G GF109203X BCTC 2-chloro-5-cyanopyridine 4-ThiazolecarboxaMide, N-(6-benzoyl-1H-benziMidazol-2-yl)-2-(1-thieno[3,2-d]pyriMidin-4-yl-4-piperidinyl)- SC-514 SC 57461A SC 66 α,α-Diphenyl-4-[(3-pyridinylmethylene)amino]-1-piperazinepentanenitrile

SC79

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

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

SC79, Akt activator

SC79, 10 mM in DMSO

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

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

305834-79-1

Inhibitors