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

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

Molecular Weight:: 364.78

MDL Number:: MFCD02681303

MOL File:: 305834-79-1.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-07-27 17:00:41

Product description	Number	Pack Size	Price
SC79 ≥97% (NMR)	SML0749	5mg	$130
Akt Activator II, SC79	123871	25mg	$247
SC 79	A3713	25MG	$86
SC 79	A3713	100MG	$257
SC-79 ≥95%	14972	5mg	$63
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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.
InChI	1S/C17H17ClN2O5/c1-3-23-16(21)11(8-19)13-10-7-9(18)5-6-12(10)25-15(20)14(13)17(22)24-4-2/h5-7,11,13H,3-4,20H2,1-2H3
InChIKey	DXVKFBGVVRSOLI-UHFFFAOYSA-N
SMILES	Clc1cc2c(cc1)OC(=C(C2C(C(=O)OCC)C#N)C(=O)OCC)N
UNSPSC Code	12352200
NACRES	NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H302+H312+H332
Precautionary statements	P280-P301+P312-P362+P364
WGK Germany	3
HS Code	2932990090
Storage Class	11 - Combustible Solids

2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester price More Price(75)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	SML0749	SC79 ≥97% (NMR)	305834-79-1	5mg	$130	2026-04-30	Buy
Sigma-Aldrich	123871	Akt Activator II, SC79	305834-79-1	25mg	$247	2026-04-30	Buy
TCI Chemical	A3713	SC 79	305834-79-1	25MG	$86	2026-04-30	Buy
TCI Chemical	A3713	SC 79	305834-79-1	100MG	$257	2026-04-30	Buy
Cayman Chemical	14972	SC-79 ≥95%	305834-79-1	5mg	$63	2026-04-30	Buy

Product number	Packaging	Price	Buy
SML0749	5mg	$130	Buy
123871	25mg	$247	Buy
A3713	25MG	$86	Buy
A3713	100MG	$257	Buy
14972	5mg	$63	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

Synthesis

In a 50mL round-bottomed flask, add 10mmol of 5-chlorosalicylaldehyde, 25mmol of ethyl cyanoacetate, 1mmol of anhydrous potassium carbonate, 20mL of water as a solvent, add a magnetic stirrer, and the reaction was stopped after a certain period of time with magnetic stirring in a constant temperature water bath. Leave to cool, pour off the upper layer of clear liquid, solid residue was added 15mL of ice-cold volume fraction 95% ethanol, stranded block solid, filtration, the solid was washed with a small amount of ice-cold volume fraction 95% ethanol for 2-3 times to obtain white crystals of ethyl 2-amino-6-chloro-Alpaha-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetate, air drying, weighing, calculating yield The product was characterized by determination of melting point, IR and HNMR. IR (KBr), v/cm-1: 3419.7, 3312.1, 2982.5, 2938.2, 2253.4, 1736.2, 1685.4, 1622.2, 1523.3, 1479.6, 1419.2, 1370.2, 1289.2, 1228.2, 1197.2, 1289.2, 1228.2, 1197.2, 1228.2, 1197.2, 1289.2. 1228.2, 1197.5, 1092.7, 1040.4, 826, 793.7.

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

Background

The small-molecule SC-79 activates cytosolic Akt and inhibits Akt translocation to the membrane. Binding of SC-79 to Akt promotes interaction between Akt and the protein kinase PDK1, leading to phosphorylation of Akt at Thr308 and Ser473. In a mouse model of acute liver failure, SC-79 treatment protects hepatocytes from apoptosis by inhibiting Akt-mediated aggregation of Fas and by blocking recruitment of FADD and procaspase-8 into the death-inducing signaling complex. Likewise, SC-79 protects hepatocytes from tumor necrosis factor-α-induced apoptosis and mice from induced liver injury and damage. In a rat model of alcohol-induced osteonecrosis, SC-79 exposure leads to activation of cytosolic Akt and attenuation of bone tissue morphological changes. SC-79 treatment of neuroblastoma cells and murine dopaminergic neurons leads to Akt activation and protection from hydrogen peroxide-induced apoptosis and necrosis.

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

Raw materials

Preparation Products

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

Global( 167)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Henan Fengda Chemical Co., Ltd	+86-371-86557731 +86-13613820652	info@fdachem.com	China	20111	58
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	32997	60
career henan chemical co	+86-0371-86658258	sales@coreychem.com	China	29766	58
Biochempartner	0086-13720134139	candy@biochempartner.com	CHINA	963	58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.	+86-021-61551413	contact@trustwe.com	China	5742	58
TargetMol Chemicals Inc.	+1-781-999-5354; +1-00000000000	marketing@targetmol.com	United States	32431	58
Finetech Industry Limited	+86-27-8746-5837 +86-18627785180	info@finetechnology-ind.com	China	9539	58
InvivoChem	+1-708-310-1919 +1-13798911105	sales@invivochem.cn	United States	6378	58
Hangzhou MolCore BioPharmatech Co.,Ltd.	+86-057181025280; +8617767106207	sales@molcore.com	China	49709	58
ShenZhen Trendseen Biological Technology Co.,Ltd.	13417589054	trendseenbio@gmail.com	China	11674	58

Supplier	Advantage
Henan Fengda Chemical Co., Ltd	58
ATK CHEMICAL COMPANY LIMITED	60
career henan chemical co	58
Biochempartner	58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.	58
TargetMol Chemicals Inc.	58
Finetech Industry Limited	58
InvivoChem	58
Hangzhou MolCore BioPharmatech Co.,Ltd.	58
ShenZhen Trendseen Biological Technology Co.,Ltd.	58

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

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-08-17	2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester 305834-79-1	$2.00-8.00	1kg	99%		Henan Fengda Chemical Co., Ltd
2026-07-27	SC79 305834-79-1	$52.00-135.00		99.99%	10g	TargetMol Chemicals Inc.
2019-07-06	2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester 305834-79-1	$2.00	1kg	99%	100kg	Career Henan Chemical Co

2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester
305834-79-1
$2.00-8.00
99%
Henan Fengda Chemical Co., Ltd

SC79
305834-79-1
$52.00-135.00
99.99%
TargetMol Chemicals Inc.

2-AMino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic Acid Ethyl Ester
305834-79-1
$2.00
99%
Career Henan Chemical Co

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

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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 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 Ethyl 2-amino-6-chloro-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetate SC79 305834-79-1 Inhibitors