Brassinazole | CAS#224047-41-0 | brassinosteroid biosynthesis inhibitor

MedKoo Cat#: 330209 | Name: Brassinazole

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Brassinazole is an inhibitor of brassinosteroid biosynthesis that has been developed in order to probe the myriad functions of brassinosteroids.

Chemical Structure

Brassinazole

CAS#224047-41-0

Theoretical Analysis

MedKoo Cat#: 330209

Name: Brassinazole

CAS#: 224047-41-0

Chemical Formula: C18H18ClN3O

Exact Mass: 327.1138

Molecular Weight: 327.81

Elemental Analysis: C, 65.95; H, 5.53; Cl, 10.81; N, 12.82; O, 4.88

Price and Availability

Size	Price	Availability
25mg	USD 250.00	2 Weeks
50mg	USD 450.00	2 Weeks
100mg	USD 750.00	2 Weeks
200mg	USD 1,350.00	2 Weeks
500mg	USD 2,950.00	2 Weeks

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Related CAS #

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Synonym

Brassinazole; (Rac)-Brassinazole

IUPAC/Chemical Name

4-(4-chlorophenyl)-2-phenyl-3-(1H-1,2,4-triazol-1-yl)butan-2-ol

InChi Key

YULDTPKHZNKFEY-UHFFFAOYSA-N

InChi Code

InChI=1S/C18H18ClN3O/c1-18(23,15-5-3-2-4-6-15)17(22-13-20-12-21-22)11-14-7-9-16(19)10-8-14/h2-10,12-13,17,23H,11H2,1H3

SMILES Code

ClC(C=C1)=CC=C1CC(C(C)(O)C2=CC=CC=C2)N3N=CN=C3

Appearance

Solid powder

Purity

>98% (or refer to the Certificate of Analysis)

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

Shelf Life

>3 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

More Info

Instruction

View handling instruction

Preparing Stock Solutions

The following data is based on the product molecular weight 327.81 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.

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

1: Yin X, Tang M, Xia X, Yu J. BRASSINAZOLE RESISTANT 1 Mediates Brassinosteroid-Induced Calvin Cycle to Promote Photosynthesis in Tomato. Front Plant Sci. 2022 Jan 20;12:811948. doi: 10.3389/fpls.2021.811948. PMID: 35126434; PMCID: PMC8810641. 2: Groszyk J, Szechyńska-Hebda M. Brassinazole Resistant 1 Activity Is Organ- Specific and Genotype-Dependent in Barley Seedlings. Int J Mol Sci. 2021 Dec 17;22(24):13572. doi: 10.3390/ijms222413572. PMID: 34948366; PMCID: PMC8706524. 3: Sang K, Li J, Qian X, Yu J, Zhou Y, Xia X. The APETALA2a/DWARF/BRASSINAZOLE- RESISTANT 1 module contributes to carotenoid synthesis in tomato fruits. Plant J. 2022 Dec;112(5):1238-1251. doi: 10.1111/tpj.16009. Epub 2022 Nov 9. PMID: 36271694. 4: Chen J, Nolan TM, Ye H, Zhang M, Tong H, Xin P, Chu J, Chu C, Li Z, Yin Y. Arabidopsis WRKY46, WRKY54, and WRKY70 Transcription Factors Are Involved in Brassinosteroid-Regulated Plant Growth and Drought Responses. Plant Cell. 2017 Jun;29(6):1425-1439. doi: 10.1105/tpc.17.00364. Epub 2017 Jun 2. PMID: 28576847; PMCID: PMC5502465. 5: Wang R, Wang R, Liu M, Yuan W, Zhao Z, Liu X, Peng Y, Yang X, Sun Y, Tang W. Nucleocytoplasmic trafficking and turnover mechanisms of BRASSINAZOLE RESISTANT1 in Arabidopsis thaliana. Proc Natl Acad Sci U S A. 2021 Aug 17;118(33):e2101838118. doi: 10.1073/pnas.2101838118. PMID: 34385302; PMCID: PMC8379927. 6: Tian X, He M, Mei E, Zhang B, Tang J, Xu M, Liu J, Li X, Wang Z, Tang W, Guan Q, Bu Q. WRKY53 integrates classic brassinosteroid signaling and the mitogen- activated protein kinase pathway to regulate rice architecture and seed size. Plant Cell. 2021 Aug 31;33(8):2753-2775. doi: 10.1093/plcell/koab137. PMID: 34003966; PMCID: PMC8408444. 7: Hou J, Zheng X, Ren R, Shi Q, Xiao H, Chen Z, Yue M, Wu Y, Hou H, Li L. The histone deacetylase 1/GSK3/SHAGGY-like kinase 2/BRASSINAZOLE-RESISTANT 1 module controls lateral root formation in rice. Plant Physiol. 2022 Jun 1;189(2):858-873. doi: 10.1093/plphys/kiac015. PMID: 35078247; PMCID: PMC9157092. 8: Hwang H, Lee HY, Ryu H, Cho H. Functional Characterization of BRASSINAZOLE-RESISTANT 1 in Panax Ginseng (PgBZR1) and Brassinosteroid Response during Storage Root Formation. Int J Mol Sci. 2020 Dec 18;21(24):9666. doi: 10.3390/ijms21249666. PMID: 33352948; PMCID: PMC7766047. 9: Lee HS, Kim Y, Pham G, Kim JW, Song JH, Lee Y, Hwang YS, Roux SJ, Kim SH. Brassinazole resistant 1 (BZR1)-dependent brassinosteroid signalling pathway leads to ectopic activation of quiescent cell division and suppresses columella stem cell differentiation. J Exp Bot. 2015 Aug;66(15):4835-49. doi: 10.1093/jxb/erv316. Epub 2015 Jul 1. PMID: 26136267; PMCID: PMC4507784. 10: Asami T, Min YK, Nagata N, Yamagishi K, Takatsuto S, Fujioka S, Murofushi N, Yamaguchi I, Yoshida S. Characterization of brassinazole, a triazole-type brassinosteroid biosynthesis inhibitor. Plant Physiol. 2000 May;123(1):93-100. doi: 10.1104/pp.123.1.93. PMID: 10806228; PMCID: PMC58985. 11: Nagata N, Asami T, Yoshida S. Brassinazole, an inhibitor of brassinosteroid biosynthesis, inhibits development of secondary xylem in cress plants (Lepidium sativum). Plant Cell Physiol. 2001 Sep;42(9):1006-11. doi: 10.1093/pcp/pce122. PMID: 11577196. 12: Dong H, Liu J, He G, Liu P, Sun J. Photoexcited phytochrome B interacts with brassinazole resistant 1 to repress brassinosteroid signaling in Arabidopsis. J Integr Plant Biol. 2020 May;62(5):652-667. doi: 10.1111/jipb.12822. Epub 2019 Sep 9. PMID: 31081597. 13: Fan C, Guo G, Yan H, Qiu Z, Liu Q, Zeng B. Characterization of Brassinazole resistant (BZR) gene family and stress induced expression in Eucalyptus grandis. Physiol Mol Biol Plants. 2018 Sep;24(5):821-831. doi: 10.1007/s12298-018-0543-2. Epub 2018 Jun 18. PMID: 30150857; PMCID: PMC6103948. 14: Chmur M, Bajguz A. Brassinolide Enhances the Level of Brassinosteroids, Protein, Pigments, and Monosaccharides in Wolffia arrhiza Treated with Brassinazole. Plants (Basel). 2021 Jun 28;10(7):1311. doi: 10.3390/plants10071311. PMID: 34203420; PMCID: PMC8309140. 15: Kesawat MS, Kherawat BS, Singh A, Dey P, Kabi M, Debnath D, Saha D, Khandual A, Rout S, Manorama, Ali A, Palem RR, Gupta R, Kadam AA, Kim HU, Chung SM, Kumar M. Genome-Wide Identification and Characterization of the Brassinazole-resistant (BZR) Gene Family and Its Expression in the Various Developmental Stage and Stress Conditions in Wheat (Triticum aestivum L.). Int J Mol Sci. 2021 Aug 14;22(16):8743. doi: 10.3390/ijms22168743. PMID: 34445448; PMCID: PMC8395832. 16: Tian Y, Fan M, Qin Z, Lv H, Wang M, Zhang Z, Zhou W, Zhao N, Li X, Han C, Ding Z, Wang W, Wang ZY, Bai MY. Hydrogen peroxide positively regulates brassinosteroid signaling through oxidation of the BRASSINAZOLE-RESISTANT1 transcription factor. Nat Commun. 2018 Mar 14;9(1):1063. doi: 10.1038/s41467-018-03463-x. PMID: 29540799; PMCID: PMC5852159. 17: Gao J, Yu M, Zhu S, Zhou L, Liu S. Effects of exogenous 24-epibrassinolide and brassinazole on negative gravitropism and tension wood formation in hybrid poplar (Populus deltoids × Populus nigra). Planta. 2019 May;249(5):1449-1463. doi: 10.1007/s00425-018-03074-2. Epub 2019 Jan 28. PMID: 30689054. 18: Derevyanchuk M, Kretynin S, Kolesnikov Y, Litvinovskaya R, Martinec J, Khripach V, Kravets V. Seed germination, respiratory processes and phosphatidic acid accumulation in Arabidopsis diacylglycerol kinase knockouts - The effect of brassinosteroid, brassinazole and salinity. Steroids. 2019 Jul;147:28-36. doi: 10.1016/j.steroids.2019.04.002. Epub 2019 Apr 11. PMID: 30981682. 19: Yang R, Liu P, Zhang T, Dong H, Jing Y, Yang Z, Tang S, Zhang Y, Lv M, Liu J, Zhang Y, Qiao W, Liu J, Sun J. Plant-specific BLISTER interacts with kinase BIN2 and BRASSINAZOLE RESISTANT1 during skotomorphogenesis. Plant Physiol. 2023 Jun 19:kiad353. doi: 10.1093/plphys/kiad353. Epub ahead of print. PMID: 37335918. 20: Bajguz A, Orczyk W, Gołębiewska A, Chmur M, Piotrowska-Niczyporuk A. Occurrence of brassinosteroids and influence of 24-epibrassinolide with brassinazole on their content in the leaves and roots of Hordeum vulgare L. cv. Golden Promise. Planta. 2019 Jan;249(1):123-137. doi: 10.1007/s00425-018-03081-3. Epub 2018 Dec 29. PMID: 30594955.