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HA14-1

CAS No.
65673-63-4
Chemical Name:
HA14-1
Synonyms
CS-392;HA14-1;HA14-1/HA141;HA14-1 USP/EP/BP;HA14-1, 10 mM in DMSO;HA14-1;HA-14-1; HA 14-1;HA14-1, Bcl-2 inhibitor. BH-3 mimetic.;ethyl 6-broMo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chroMene-3-carboxylate;[Ethyl 2-amino-6-bromo-4-(1cyano-2-ethoxy-2-oxoethyl)-4H-chromene3-3carboxylate];2-Amino-6-bromo-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-aceticacidethylester
CBNumber:
CB2170185
Molecular Formula:
C17H17BrN2O5
Molecular Weight:
409.23
MDL Number:
MFCD00218213
MOL File:
65673-63-4.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-07-27 17:00:41
Product description Number Pack Size Price
HA 14-1 ≥98% 14876 5mg $25
HA 14-1 ≥98% 14876 10mg $48
HA14-1 Asreported 255434 10mg $403
HA14-1 Asreported 255434 50mg $1018
HA14-1 98.0% CS-0138 5mg $34
More product size

HA14-1 Properties

Melting point 105 °C
Boiling point 535.114±50.00 °C(Press: 760.00 Torr)(predicted)
Density 1.480
storage temp. Keep in dark place,Sealed in dry,Store in freezer, under -20°C
solubility DMSO: 26 mg/mL
form powder
pka 7.785±0.60(predicted)
color White to light yellow
InChI 1S/C17H17BrN2O5/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 SXJDCULZDFWMJC-UHFFFAOYSA-N
SMILES CCOC(=O)C(C#N)C1c2cc(Br)ccc2OC(N)=C1C(=O)OCC
CAS DataBase Reference 65673-63-4
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Exclamation Mark (GHS07)
GHS07
Signal word  Warning
Hazard statements  H302+H312+H332-H315-H319-H335
Precautionary statements  P280
PPE Eyeshields, Gloves, type N95 (US)
Safety Statements  22-24/25
WGK Germany  3
HS Code  29322090
Storage Class 11 - Combustible Solids
NFPA 704
0
2 0

HA14-1 price More Price(74)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Cayman Chemical 14876 HA 14-1 ≥98% 65673-63-4 5mg $25 2021-12-16 Buy
Cayman Chemical 14876 HA 14-1 ≥98% 65673-63-4 10mg $48 2021-12-16 Buy
Usbiological 255434 HA14-1 Asreported 65673-63-4 10mg $403 2026-06-03 Buy
Usbiological 255434 HA14-1 Asreported 65673-63-4 50mg $1018 2026-06-03 Buy
ChemScene CS-0138 HA14-1 98.0% 65673-63-4 5mg $34 2026-06-04 Buy
Product number Packaging Price Buy
14876 5mg $25 Buy
14876 10mg $48 Buy
255434 10mg $403 Buy
255434 50mg $1018 Buy
CS-0138 5mg $34 Buy

HA14-1 Chemical Properties,Uses,Production

Uses

HA14-1 is a cell-permeable, nonpeptidic Bcl-2 inhibitor.

Definition

ChEBI: 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-1-benzopyran-3-carboxylic acid ethyl ester is a 1-benzopyran.

Biological Activity

Cell-permeable inhibitor of Bcl-2 protein (IC 50 ~ 9 μ M); acts by binding to the surface pocket. Disrupts Bax/Bcl-2 interaction and induces apoptosis of tumor cells.

Biochem/physiol Actions

HA 14-1 is a nonpeptide apoptosis inducer; Bcl-2 antagonist.

Synthesis

Ethyl cyanoacetate

105-56-6

5-Bromosalicylaldehyde

1761-61-1

HA14-1

65673-63-4

GENERAL METHODS: 1,1,3,3-Tetramethylguanidine (TMG, 3.5 mmol) was added to a mixture of 5-bromosalicylaldehyde (SA, 1 mmol), ethyl cyanoacetate (MN, 1 mmol), and 2,3-diaminopyridine (DAP, 1 mmol) under pure conditions. The reaction mixture was stirred at room temperature and the reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, distilled water (15 mL) was added to the reaction mixture and stirring was continued until a free-flowing solid was formed. The solid was collected by filtration and washed sequentially with water and hexane. The crude product was purified by recrystallization from ethanol solution: the crude product was dissolved in boiling ethanol to saturation and hot filtered to remove undissolved solid. The hot filtrate was cooled to room temperature to give an elementally analytically pure crystalline product, rel-(αR,4R)-2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-carbonyl)-4H-benzofuran-3-carboxylic acid. Similar experimental procedures were used to synthesize all 2-amino-4H-benzofuran derivatives.

in vivo

Swiss nude mice are challenged with BeGBM cells (104 injected s.c.). HA14-1 (400 nmol) in 100 μL free RPMI 1640-50% DMSO, or the carrier alone, is given at the site of injection once weekly from day 2 following cell injection. HA14-1 treatment does not have any significant effect on the growth of glioblastoma tumors in immunodeficient mice as monitored twice weekly by measuring the volume of the expanding tumors. Moreover, no gross organ toxicity or weight loss can be detected in mice receiving such treatment. To analyze whether HA14-1 treatment might enhance the efficiency of another antitumoral treatment, Swiss nude mice challenged with human glioblastoma multiforme cells are also given i.p. low doses of Etoposide (2.5 mg/kg in 200 μL of 0.9% NaCl 5 days a week from day 2 following cell injection) together with HA14-1 or mock treatment. Whereas Etoposide treatment is insufficient by itself to restrain the growth of glioblastoma cells, its combination with HA14-1 leads to a significant restrain on tumor growth as judged by the ability of the combined treatment to increase the doubling time of the tumor volume[3].

IC 50

Bcl-2: 9 μM (IC50); Bcl-xL

References

[1] Tetrahedron Letters, 2005, vol. 46, # 20, p. 3497 - 3499
[2] RSC Advances, 2015, vol. 5, # 80, p. 65526 - 65531
[3] Tetrahedron, 2013, vol. 69, # 49, p. 10544 - 10551
[4] Tetrahedron Letters, 2006, vol. 47, # 43, p. 7629 - 7633
[5] Russian Chemical Bulletin, 2008, vol. 57, # 3, p. 595 - 600

105-56-6
1761-61-1
65673-63-4
Synthesis of HA14-1 from Ethyl cyanoacetate and 5-Bromosalicylaldehyde

HA14-1 Preparation Products And Raw materials

Global( 152)Suppliers
Supplier Tel Email Country ProdList Advantage
ATK CHEMICAL COMPANY LIMITED
+undefined-21-51877795 ivan@atkchemical.com China 32998 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29766 58
SHANGHAI T&W PHARMACEUTICAL CO., LTD.
+86-021-61551413 contact@trustwe.com China 5742 58
Tianjin Xinshengjiahe Science & Technology Development Co,.Ltd
+86-86-22-87899925 +86-8618522618860 18522618860@163.com China 694 58
TargetMol Chemicals Inc.
+1-781-999-5354; +1-00000000000 marketing@targetmol.com United States 32431 58
Dideu Industries Group Limited
+86-29-89586680 +86-15129568250 1059@dideu.com China 29096 58
Zhejiang J&C Biological Technology Co.,Limited
+1-2135480471 sales@sarms4muscle.com China 10378 58
InvivoChem
+1-708-310-1919 +1-13798911105 sales@invivochem.cn United States 6378 58
HANGZHOU LEAP CHEM CO., LTD.
+86-571-87711850 +8619957148339 market18@leapchem.com China 24569 58
Zibo Hangyu Biotechnology Development Co., Ltd
+86-0533-2185556 +86-15965530500 nickzhang@hangyubiotech.com China 9937 58

View Lastest Price from HA14-1 manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
HA14-1 pictures 2026-07-27 HA14-1
65673-63-4
$39.00-89.00 95.07% 10g TargetMol Chemicals Inc.
HA14-1 pictures 2019-07-06 HA14-1
65673-63-4
$2.00 1kg 99% 100kg Career Henan Chemical Co
  • HA14-1 pictures
  • HA14-1
    65673-63-4
  • $39.00-89.00
  • 95.07%
  • TargetMol Chemicals Inc.
  • HA14-1 pictures
  • HA14-1
    65673-63-4
  • $2.00
  • 99%
  • Career Henan Chemical Co
2-Amino-6-bromo-alpha-cyano-3-(ethoxycarbonyl)-(4H)-1-benzopyrane-4-aceticacidethylester ethyl 6-broMo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chroMene-3-carboxylate 2-Amino-6-bromo-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetic acid ethyl ester, Ethyl [2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)]-4H-chromene-3-carboxylate [Ethyl 2-amino-6-bromo-4-(1cyano-2-ethoxy-2-oxoethyl)-4H-chromene3-3carboxylate], Ethyl [2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)]-4H-chromene-3-carboxylate 2-Amino-6-bromo-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-aceticacidethylester 2-Amino-6-bromo-alpha-cyano-3-(ethoxycarbonyl)-(alphaR,4R)-rel-4H-1-benzopyran-4-acetic acid ethyl ester Ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-1-benzopyran-3-carboxylate CS-392 Ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-1-benzopyran-3-carboxylate 97% HA 14-1, Ethyl 2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate, 2-[2-Amino-6-bromo-3-(ethoxycarbonyl)-4H-chromen-4-yl]-3-ethoxy-3-oxopropanenitrile (R)-ethyl 2-amino-6-bromo-4-((R)-1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate 2-Amino-6-bromo-alpha-cyano-3-(ethoxycarbonyl)-(alphaR,4R)-rel-4H-1-benzopyran-4-acetic acid ethyl ester HA 14-1 HA 14-1 2-Amino-6-bromo-alpha-cyano-3-(ethoxycarbonyl)-(alphaR,4R)-rel-4H-1-benzopyran-4-acetic acid ethyl ester [Ethyl 2-amino-6-bromo-4-(1cyano-2-ethoxy-2-oxoethyl)-4H-chromene3-3carboxylate] Ethyl2-amino-6-bromo-4-(1-cyano-2-ethoxy-2-oxoethyl)-4H-1-benzopyran-3-carboxylate97% HA14-1;HA-14-1; HA 14-1 ethyl (4S)-2-amino-6-bromo-4-[(R)-cyano-ethoxycarbonyl-methyl]-4H-chromene-3-carboxylate HA14-1 ETHYL [2-AMINO-6-BROMO-4-(1-CYANO-2-ETHOXY-2-OXOETHYL)]-4H-CHROMENE-3-CARBOXYLATE 2-AMINO-6-BROMO-ALPHA-CYANO-3-(ETHOXYCARBONYL)-4H-1-BENZOPYRAN-4-ACETIC ACID ETHYL ESTER 4H-1-Benzopyran-4-acetic acid, 2-amino-6-bromo-α-cyano-3-(ethoxycarbonyl)-, ethyl ester, (αR,4R)-rel- HA14-1 USP/EP/BP rel-(R)-Ethyl 2-amino-6-bromo-4-((R)-1-cyano-2-ethoxy-2-oxoethyl)-4H-chromene-3-carboxylate(relative) rel-Ethyl (αR,4R)-2-amino-6-bromo-α-cyano-3-(ethoxycarbonyl)-4H-1-benzopyran-4-acetate HA14-1/HA141 HA14-1, Bcl-2 inhibitor. BH-3 mimetic. HA14-1, 10 mM in DMSO 65673-63-4 C17H17BrN2O5 Apoptosis and Cell Cycle BioChemical Cell Biology Apoptosis Inducers Cell Signaling and Neuroscience Inhibitors Caspases/Apoptosis Inhibitor