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HA14-1

HA14-1

  • CAT Number: I004476
  • CAS Number: 65673-63-4
  • Molecular Formula: C₁₇H₁₇BrN₂O₅
  • Molecular Weight: 409.23
  • Purity: ≥95%
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HA14-1 (CAT: I004476) is a small molecule compound that has been studied for its potential as a Bcl-2 inhibitor. It was originally developed as a tool compound to investigate the role of Bcl-2 in apoptosis and has shown activity in preclinical studies. HA14-1 has been reported to disrupt the interaction between Bcl-2 and the pro-apoptotic protein Bax, leading to the activation of apoptosis in cancer cells. However, it is important to note that HA14-1 may have limitations and challenges in terms of its specificity, potency, and pharmacokinetic properties, which need to be considered in further development and application.

Catalog Number I004476
CAS Number 65673-63-4
Molecular Formula

C₁₇H₁₇BrN₂O₅

Purity 95%
Target Bcl-2 Family
Solubility 10 mM in DMSO
Storage 3 years -20C powder
IC50 9 μM
InChI 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)C1=C(OC2=C(C1C(C#N)C(=O)OCC)C=C(C=C2)Br)N
Reference

</br>1:HA14-1 potentiates apoptosis in B-cell cancer cells sensitive to a peptide disrupting IP 3 receptor / Bcl-2 complexes. Akl H, La Rovere RM, Janssens A, Vandenberghe P, Parys JB, Bultynck G.Int J Dev Biol. 2015;59(7-9):391-8. doi: 10.1387/ijdb.150213gb. PMID: 26260683 Free Article</br>2:Effect of HA14-1 on apoptosis-regulating proteins in HeLa cells. Rehman K, Tariq M, Akash MS, Gillani Z, Qazi MH.Chem Biol Drug Des. 2014 Mar;83(3):317-23. doi: 10.1111/cbdd.12245. Epub 2013 Dec 26. PMID: 24118733 </br>3:Regulation of HA14-1 mediated oxidative stress, toxic response, and autophagy by curcumin to enhance apoptotic activity in human embryonic kidney cells. Ranjan K, Sharma A, Surolia A, Pathak C.Biofactors. 2014 Jan-Feb;40(1):157-69. doi: 10.1002/biof.1098. Epub 2013 Apr 5. PMID: 23559532 </br>4:A small molecule inhibitor of Bcl-2, HA14-1, also inhibits ceramide glucosyltransferase. Niino S, Nakamura Y, Hirabayashi Y, Nagano-Ito M, Ichikawa S.Biochem Biophys Res Commun. 2013 Apr 5;433(2):170-4. doi: 10.1016/j.bbrc.2013.02.052. Epub 2013 Feb 26. PMID: 23485465 </br>5:HA14-1, but not the BH3 mimetic ABT-737, causes Ca2+ dysregulation in platelets and human cell lines. Akl H, Vandecaetsbeek I, Monaco G, Kauskot A, Luyten T, Welkenhuyzen K, Hoylaerts M, De Smedt H, Parys JB, Bultynck G.Haematologica. 2013 Apr;98(4):e49-51. doi: 10.3324/haematol.2012.080598. Epub 2013 Feb 12. No abstract available. PMID: 23403318 Free PMC Article</br>6:The BH3 mimetic HA14-1 enhances 5-fluorouracil-induced autophagy and type II cell death in oesophageal cancer cells. Nyhan MJ, O/’Donovan TR, Elzinga B, Crowley LC, O/’Sullivan GC, McKenna SL.Br J Cancer. 2012 Feb 14;106(4):711-8. doi: 10.1038/bjc.2011.604. Epub 2012 Jan 12. PMID: 22240779 Free PMC Article</br>7:Mitochondrial targeting by use of lipid nanocapsules loaded with SV30, an analogue of the small-molecule Bcl-2 inhibitor HA14-1. Weyland M, Manero F, Paillard A, Grée D, Viault G, Jarnet D, Menei P, Juin P, Chourpa I, Benoit JP, Grée R, Garcion E.J Control Release. 2011 Apr 10;151(1):74-82. doi: 10.1016/j.jconrel.2010.11.032. Epub 2010 Dec 5. PMID: 21138749 </br>8:HA14-1 sensitizes TNF-alpha-induced apoptosis via inhibition of the NF-kappaB signaling pathway: involvement of reactive oxygen species and JNK. Moon DO, Kim MO, Kang SH, Choi YH, Park SY, Kim GY.Cancer Lett. 2010 Jun 1;292(1):111-8. doi: 10.1016/j.canlet.2009.11.014. Epub 2009 Dec 22. PMID: 20022690 </br>9:Mcl-1 is an important determinant of the apoptotic response to the BH3-mimetic molecule HA14-1 in cisplatin-resistant ovarian carcinoma cells. Simonin K, Brotin E, Dufort S, Dutoit S, Goux D, N/’diaye M, Denoyelle C, Gauduchon P, Poulain L.Mol Cancer Ther. 2009 Nov;8(11):3162-70. doi: 10.1158/1535-7163.MCT-09-0493. Epub 2009 Nov 3. PMID: 19887550 Free Article</br>10:Bcl-2 inhibitor HA14-1 and genistein together adeptly down regulated survival factors and activated cysteine proteases for apoptosis in human malignant neuroblastoma SK-N-BE2 and SH-SY5Y cells. Mohan N, Karmakar S, Choudhury SR, Banik NL, Ray SK.Brain Res. 2009 Aug 4;1283:155-66. doi: 10.1016/j.brainres.2009.05.097. Epub 2009 Jun 6. PMID: 19505441 Free PMC Article

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