MedKoo Cat#: 327009 | Name: Evobrutinib
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Description:

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

Evobrutinib is a highly selective inhibitor of the Bruton’s tyrosine kinase (BTK), which is important in the ­development and functioning of various immune cells including B ­lymphocytes and macrophages. Preclinical research suggests it may be therapeutically useful in certain autoimmune diseases.

Chemical Structure

Evobrutinib
Evobrutinib
CAS#1415823-73-2

Theoretical Analysis

MedKoo Cat#: 327009

Name: Evobrutinib

CAS#: 1415823-73-2

Chemical Formula: C25H27N5O2

Exact Mass: 429.2165

Molecular Weight: 429.52

Elemental Analysis: C, 69.91; H, 6.34; N, 16.31; O, 7.45

Price and Availability

Size Price Availability Quantity
10mg USD 90.00 2 Weeks
25mg USD 150.00 2 Weeks
50mg USD 250.00 2 Weeks
100mg USD 450.00 2 Weeks
200mg USD 750.00 2 Weeks
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Synonym
Evobrutinib; M-2951; M 2951; M2951; MSC-2364447C; MSC 2364447C; MSC2364447C
IUPAC/Chemical Name
1-(4-(((6-amino-5-(4-phenoxyphenyl)pyrimidin-4-yl)amino)methyl)piperidin-1-yl)prop-2-en-1-one
InChi Key
QUIWHXQETADMGN-UHFFFAOYSA-N
InChi Code
InChI=1S/C25H27N5O2/c1-2-22(31)30-14-12-18(13-15-30)16-27-25-23(24(26)28-17-29-25)19-8-10-21(11-9-19)32-20-6-4-3-5-7-20/h2-11,17-18H,1,12-16H2,(H3,26,27,28,29)
SMILES Code
C=CC(N1CCC(CNC2=NC=NC(N)=C2C3=CC=C(OC4=CC=CC=C4)C=C3)CC1)=O
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
>2 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

Preparing Stock Solutions

The following data is based on the product molecular weight 429.52 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
1: Montalban X, Vermersch P, Arnold DL, Bar-Or A, Cree BAC, Cross AH, Kubala Havrdova E, Kappos L, Stuve O, Wiendl H, Wolinsky JS, Dahlke F, Le Bolay C, Shen Loo L, Gopalakrishnan S, Hyvert Y, Javor A, Guehring H, Tenenbaum N, Tomic D; evolutionRMS investigators. Safety and efficacy of evobrutinib in relapsing multiple sclerosis (evolutionRMS1 and evolutionRMS2): two multicentre, randomised, double-blind, active-controlled, phase 3 trials. Lancet Neurol. 2024 Nov;23(11):1119-1132. doi: 10.1016/S1474-4422(24)00328-4. Epub 2024 Sep 19. PMID: 39307151. 2: Montalban X, Wallace D, Genovese MC, Tomic D, Parsons-Rich D, Le Bolay C, Kao AH, Guehring H. Characterisation of the safety profile of evobrutinib in over 1000 patients from phase II clinical trials in multiple sclerosis, rheumatoid arthritis and systemic lupus erythematosus: an integrated safety analysis. J Neurol Neurosurg Psychiatry. 2023 Jan;94(1):1-9. doi: 10.1136/jnnp-2022-328799. Epub 2022 Nov 23. PMID: 36418156; PMCID: PMC9763187. 3: Arnold DL, Elliott C, Martin EC, Hyvert Y, Tomic D, Montalban X. Effect of Evobrutinib on Slowly Expanding Lesion Volume in Relapsing Multiple Sclerosis: A Post Hoc Analysis of a Phase 2 Trial. Neurology. 2024 Mar 12;102(5):e208058. doi: 10.1212/WNL.0000000000208058. Epub 2024 Feb 9. PMID: 38335474; PMCID: PMC11067693. 4: Scheible H, Schieferstein H, Schmidt R, Pusecker K, Gradhand U, Gopalakrishnan S, Iqbal K, Dong J, Jones R, Meli C, Bolleddula J, Dyroff M, Georgi K. Evobrutinib pathway to its major metabolite M463-2 and insights from a biotransformation and DDI perspective. Xenobiotica. 2023 Dec;53(8-9):547-558. doi: 10.1080/00498254.2023.2272180. Epub 2023 Nov 26. PMID: 37880944. 5: van der Walt A. Evobrutinib in multiple sclerosis: challenges and unmet goals. Lancet Neurol. 2024 Nov;23(11):1068-1070. doi: 10.1016/S1474-4422(24)00391-0. Epub 2024 Sep 19. PMID: 39307153. 6: Papasouliotis O, Mitchell D, Girard P, Dyroff M. Population pharmacokinetic and pharmacodynamic modeling of evobrutinib in healthy adult participants. Clin Transl Sci. 2022 Dec;15(12):2899-2908. doi: 10.1111/cts.13417. Epub 2022 Oct 17. PMID: 36165192; PMCID: PMC9747113. 7: Scheible H, Dyroff M, Seithel-Keuth A, Harrison-Moench E, Mammasse N, Port A, Bachmann A, Dong J, van Lier JJ, Tracewell W, Mitchell D. Evobrutinib, a covalent Bruton's tyrosine kinase inhibitor: Mass balance, elimination route, and metabolism in healthy participants. Clin Transl Sci. 2021 Nov;14(6):2420-2430. doi: 10.1111/cts.13108. Epub 2021 Aug 10. PMID: 34374206; PMCID: PMC8604242. 8: Montalban X, Piasecka-Stryczynska K, Kuhle J, Benkert P, Arnold DL, Weber MS, Seitzinger A, Guehring H, Shaw J, Tomic D, Hyvert Y, Harlow DE, Dyroff M, Wolinsky JS. Efficacy and safety results after >3.5 years of treatment with the Bruton's tyrosine kinase inhibitor evobrutinib in relapsing multiple sclerosis: Long-term follow-up of a Phase II randomised clinical trial with a cerebrospinal fluid sub-study. Mult Scler. 2024 Apr;30(4-5):558-570. doi: 10.1177/13524585241234783. Epub 2024 Mar 4. PMID: 38436271; PMCID: PMC11080380. 9: De Bondt M, Renders J, Petit de Prado P, Berghmans N, Pörtner N, Vanbrabant L, de Oliveira VLS, Duran G, Baeten P, Broux B, Gouwy M, Matthys P, Hellings N, Struyf S. Effect on neutrophil migration and antimicrobial functions by the Bruton's tyrosine kinase inhibitors tolebrutinib, evobrutinib, and fenebrutinib. J Leukoc Biol. 2025 Mar 14;117(3):qiae160. doi: 10.1093/jleuko/qiae160. PMID: 38976501. 10: Bar-Or A, Cross AH, Cunningham AL, Hyvert Y, Seitzinger A, Gühring H, Drouin EE, Alexandri N, Tomic D, Montalban X. Antibody response to SARS-CoV-2 vaccines in patients with relapsing multiple sclerosis treated with evobrutinib: A Bruton's tyrosine kinase inhibitor. Mult Scler. 2023 Oct;29(11-12):1471-1481. doi: 10.1177/13524585231192460. Epub 2023 Aug 25. PMID: 37626477; PMCID: PMC10580670.