Tirbanibulin HCl
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MedKoo CAT#: 201686

CAS#: 1038395-65-1 (HCl)

Description: Tirbanibulin, also known as KX-01 and KX2-391, is the first clinical Src inhibitor of the novel peptidomimetic class that targets the peptide substrate site of Src providing more specificity toward Src kinase. Tirbanibulin was approved to treat actinic Keratosis of the face or scalp in Dec 2020.


Chemical Structure

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Tirbanibulin HCl
CAS# 1038395-65-1 (HCl)

Theoretical Analysis

MedKoo Cat#: 201686
Name: Tirbanibulin HCl
CAS#: 1038395-65-1 (HCl)
Chemical Formula: C20H22Cl2N4O
Exact Mass:
Molecular Weight: 405.323
Elemental Analysis: C, 59.27; H, 5.47; Cl, 17.49; N, 13.82; O, 3.95

Price and Availability

Size Price Availability Quantity
5.0mg USD 285.0 2 Weeks
10.0mg USD 450.0 2 Weeks
50.0mg USD 1250.0 2 Weeks
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Related CAS #: 897016-82-9 (free base)   1038395-65-1 (HCl)   1080645-95-9 (mesylate)    

Synonym: KX01, KX-01, KX 01; KX2391, KX-2391, KX 2391; Tirbanibulin HCl; Tirbanibulin hydrochloride; Tirbanibulin dihydrohcloride

IUPAC/Chemical Name: (E)-(4-(2-(1H-indazol-3-yl)vinyl)phenyl)(piperazin-1-yl)methanone dihychlohcloride

InChi Key: FXUHRWLKFWZJRT-WRQJSNHTSA-N

InChi Code: InChI=1S/C20H20N4O.2ClH/c25-20(24-13-11-21-12-14-24)16-8-5-15(6-9-16)7-10-19-17-3-1-2-4-18(17)22-23-19;;/h1-10,21H,11-14H2,(H,22,23);2*1H/b10-7+;;

SMILES Code: O=C(C1=CC=C(/C=C/C2=NNC3=C2C=CC=C3)C=C1)N4CCNCC4.[H]Cl.[H]Cl

Appearance: Solid powder

Purity: >98%

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO, not in water

Shelf Life: >5 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.9001

Preparing Stock Solutions

The following data is based on the product molecular weight 405.323 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL

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This message contains search results from the National Center for Biotechnology Information (NCBI) at the U.S. National Library of Medicine (NLM). Do not reply directly to this message

Sent On: Thu Oct 15 15:32:47 2020

Search: KX2-391

20 selected items

PubMed Results
Items 1-20 of 20 (Display the 20 citations in PubMed)

1: Li X, Liu X, Deng R, Gao S, Yu H, Huang K, Jiang Q, Liu R, Li X, Zhang L, Zhou H, Yang C. Nintedanib Inhibits Wnt3a-Induced Myofibroblast Activation by Suppressing the Src/β-Catenin Pathway. Front Pharmacol. 2020 Mar 16;11:310. doi: 10.3389/fphar.2020.00310. PMID: 32231574; PMCID: PMC7087487.

2: Niu L, Yang J, Yan W, Yu Y, Zheng Y, Ye H, Chen Q, Chen L. Reversible binding of the anticancer drug KXO1 (tirbanibulin) to the colchicine-binding site of β-tubulin explains KXO1's low clinical toxicity. J Biol Chem. 2019 Nov 29;294(48):18099-18108. doi: 10.1074/jbc.RA119.010732. Epub 2019 Oct 18. PMID: 31628188; PMCID: PMC6885616.

3: Wei J, Ma L, Li C, Pierson CR, Finlay JL, Lin J. Targeting Upstream Kinases of STAT3 in Human Medulloblastoma Cells. Curr Cancer Drug Targets. 2019;19(7):571-582. doi: 10.2174/1568009618666181016165604. PMID: 30332965; PMCID: PMC6533162.

4: Smolinski MP, Bu Y, Clements J, Gelman IH, Hegab T, Cutler DL, Fang JWS, Fetterly G, Kwan R, Barnett A, Lau JYN, Hangauer DG. Discovery of Novel Dual Mechanism of Action Src Signaling and Tubulin Polymerization Inhibitors (KX2-391 and KX2-361). J Med Chem. 2018 Jun 14;61(11):4704-4719. doi: 10.1021/acs.jmedchem.8b00164. Epub 2018 Apr 17. PMID: 29617135.

5: Wang J, Wang L, Xu L, Shi Y, Liu F, Qi H, Liu N, Zhuang S. Targeting Src attenuates peritoneal fibrosis and inhibits the epithelial to mesenchymal transition. Oncotarget. 2017 Aug 8;8(48):83872-83889. doi: 10.18632/oncotarget.20040. PMID: 29137389; PMCID: PMC5663561.

6: Yu M, Zou Q, Wu X, Han G, Tong X. Connexin 32 affects doxorubicin resistance in hepatocellular carcinoma cells mediated by Src/FAK signaling pathway. Biomed Pharmacother. 2017 Nov;95:1844-1852. doi: 10.1016/j.biopha.2017.09.065. Epub 2017 Oct 6. PMID: 28968929.

7: Airiau K, Turcq B, Mahon FX, Belloc F. A new mechanism of resistance to ABL1 tyrosine kinase inhibitors in a BCR-ABL1-positive cell line. Leuk Res. 2017 Oct;61:44-52. doi: 10.1016/j.leukres.2017.08.014. Epub 2017 Aug 31. PMID: 28888102.

8: Anbalagan M, Sheng M, Fleischer B, Zhang Y, Gao Y, Hoang V, Matossian M, Burks HE, Burow ME, Collins-Burow BM, Hangauer D, Rowan BG. Dual Src Kinase/Pretubulin Inhibitor KX-01, Sensitizes ERα-negative Breast Cancers to Tamoxifen through ERα Reexpression. Mol Cancer Res. 2017 Nov;15(11):1491-1502. doi: 10.1158/1541-7786.MCR-16-0297-T. Epub 2017 Jul 27. PMID: 28751463; PMCID: PMC5930017.

9: Harada K, Nishitsuji H, Ujino S, Shimotohno K. Identification of KX2-391 as an inhibitor of HBV transcription by a recombinant HBV-based screening assay. Antiviral Res. 2017 Aug;144:138-146. doi: 10.1016/j.antiviral.2017.06.005. Epub 2017 Jun 15. PMID: 28624460.

10: Frismantas V, Dobay MP, Rinaldi A, Tchinda J, Dunn SH, Kunz J, Richter- Pechanska P, Marovca B, Pail O, Jenni S, Diaz-Flores E, Chang BH, Brown TJ, Collins RH, Uhrig S, Balasubramanian GP, Bandapalli OR, Higi S, Eugster S, Voegeli P, Delorenzi M, Cario G, Loh ML, Schrappe M, Stanulla M, Kulozik AE, Muckenthaler MU, Saha V, Irving JA, Meisel R, Radimerski T, Von Stackelberg A, Eckert C, Tyner JW, Horvath P, Bornhauser BC, Bourquin JP. Ex vivo drug response profiling detects recurrent sensitivity patterns in drug-resistant acute lymphoblastic leukemia. Blood. 2017 Mar 16;129(11):e26-e37. doi: 10.1182/blood-2016-09-738070. Epub 2017 Jan 25. PMID: 28122742; PMCID: PMC5356455.

11: Kim S, Min A, Lee KH, Yang Y, Kim TY, Lim JM, Park SJ, Nam HJ, Kim JE, Song SH, Han SW, Oh DY, Kim JH, Kim TY, Hangauer D, Lau JY, Im K, Lee DS, Bang YJ, Im SA. Antitumor Effect of KX-01 through Inhibiting Src Family Kinases and Mitosis. Cancer Res Treat. 2017 Jul;49(3):643-655. doi: 10.4143/crt.2016.168. Epub 2016 Oct 6. PMID: 27737538; PMCID: PMC5512373.

12: Paul JM, Toosi B, Vizeacoumar FS, Bhanumathy KK, Li Y, Gerger C, El Zawily A, Freywald T, Anderson DH, Mousseau D, Kanthan R, Zhang Z, Vizeacoumar FJ, Freywald A. Targeting synthetic lethality between the SRC kinase and the EPHB6 receptor may benefit cancer treatment. Oncotarget. 2016 Aug 2;7(31):50027-50042. doi: 10.18632/oncotarget.10569. PMID: 27418135; PMCID: PMC5226566.

13: Kiris E, Burnett JC, Nuss JE, Wanner LM, Peyser BD, Du HT, Gomba GY, Kota KP, Panchal RG, Gussio R, Kane CD, Tessarollo L, Bavari S. SRC family kinase inhibitors antagonize the toxicity of multiple serotypes of botulinum neurotoxin in human embryonic stem cell-derived motor neurons. Neurotox Res. 2015 May;27(4):384-98. doi: 10.1007/s12640-015-9526-z. Epub 2015 Mar 18. PMID: 25782580; PMCID: PMC4455898.

14: Su B, Gillard B, Gao L, Eng KH, Gelman IH. Src controls castration recurrence of CWR22 prostate cancer xenografts. Cancer Med. 2013 Dec;2(6):784-92. doi: 10.1002/cam4.144. Epub 2013 Oct 11. PMID: 24403252; PMCID: PMC3892383.

15: Liu T, Hu W, Dalton HJ, Choi HJ, Huang J, Kang Y, Pradeep S, Miyake T, Song JH, Wen Y, Lu C, Pecot CV, Bottsford-Miller J, Zand B, Jennings NB, Ivan C, Gallick GE, Baggerly KA, Hangauer DG, Coleman RL, Frumovitz M, Sood AK. Targeting SRC and tubulin in mucinous ovarian carcinoma. Clin Cancer Res. 2013 Dec 1;19(23):6532-43. doi: 10.1158/1078-0432.CCR-13-1305. Epub 2013 Oct 7. PMID: 24100628; PMCID: PMC3852199.

16: Naing A, Cohen R, Dy GK, Hong DS, Dyster L, Hangauer DG, Kwan R, Fetterly G, Kurzrock R, Adjei AA. A phase I trial of KX2-391, a novel non-ATP competitive substrate-pocket- directed SRC inhibitor, in patients with advanced malignancies. Invest New Drugs. 2013 Aug;31(4):967-73. doi: 10.1007/s10637-013-9929-8. Epub 2013 Jan 30. PMID: 23361621.

17: Antonarakis ES, Heath EI, Posadas EM, Yu EY, Harrison MR, Bruce JY, Cho SY, Wilding GE, Fetterly GJ, Hangauer DG, Kwan MF, Dyster LM, Carducci MA. A phase 2 study of KX2-391, an oral inhibitor of Src kinase and tubulin polymerization, in men with bone-metastatic castration-resistant prostate cancer. Cancer Chemother Pharmacol. 2013 Apr;71(4):883-92. doi: 10.1007/s00280-013-2079-z. Epub 2013 Jan 13. PMID: 23314737; PMCID: PMC3609871.

18: Anbalagan M, Ali A, Jones RK, Marsden CG, Sheng M, Carrier L, Bu Y, Hangauer D, Rowan BG. Peptidomimetic Src/pretubulin inhibitor KX-01 alone and in combination with paclitaxel suppresses growth, metastasis in human ER/PR/HER2-negative tumor xenografts. Mol Cancer Ther. 2012 Sep;11(9):1936-47. doi: 10.1158/1535-7163.MCT-12-0146. Epub 2012 Jul 10. PMID: 22784709; PMCID: PMC3462004.

19: Fallah-Tafti A, Foroumadi A, Tiwari R, Shirazi AN, Hangauer DG, Bu Y, Akbarzadeh T, Parang K, Shafiee A. Thiazolyl N-benzyl-substituted acetamide derivatives: synthesis, Src kinase inhibitory and anticancer activities. Eur J Med Chem. 2011 Oct;46(10):4853-8. doi: 10.1016/j.ejmech.2011.07.050. Epub 2011 Aug 4. PMID: 21852023.

20: Rothschild SI, Gautschi O, Haura EB, Johnson FM. Src inhibitors in lung cancer: current status and future directions. Clin Lung Cancer. 2010 Jul 1;11(4):238-42. doi: 10.3816/CLC.2010.n.030. PMID: 20630825.



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