Synonym
AMBMP HCl; AMBMP Hydrochloride; Wnt Agonist; BML284 HCl; BML-284 HCl; BML 284 HCl; Wnt agonist 1;
IUPAC/Chemical Name
4-N-(1,3-Benzodioxol-5-ylmethyl)-6-(3-methoxyphenyl)pyrimidine-2,4-diamine Hydrochloride
InChi Key
XZOFNDFDGVAIEH-UHFFFAOYSA-N
InChi Code
InChI=1S/C19H18N4O3.ClH/c1-24-14-4-2-3-13(8-14)15-9-18(23-19(20)22-15)21-10-12-5-6-16-17(7-12)26-11-25-16;/h2-9H,10-11H2,1H3,(H3,20,21,22,23);1H
SMILES Code
NC1=NC(C2=CC=CC(OC)=C2)=CC(NCC3=CC=C(OCO4)C4=C3)=N1.[H]Cl
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
Biological target:
BML-284 is a Wnt signaling activator and induces TCF-dependent transcriptional activity with an EC50 of 700 nM.
In vitro activity:
Wnt/β-catenin pathway activator BML-284 effectively reversed the effects of hUMSC-Ex-miR-100-5p on cell progression and inflammation in eosinophils.
Reference: Acta Biochim Biophys Sin (Shanghai). 2021 Jul 13:gmab093. https://pubmed.ncbi.nlm.nih.gov/34254638/
In vivo activity:
The results demonstrated that insulin promoted corneal epithelial wound healing and sensation recovery, whereas the expression of molecules involved in the Wnt/β-catenin pathway was also up-regulated in the injured corneal epithelium. However, XAV-939 limited the insulin-induced epithelial and corneal nerve repair. By contrast, BML-284 treatment promoted the healing of the corneal epithelium and corneal nerve repair in diabetic mice.
Reference: Am J Pathol. 2020 Nov;190(11):2237-2250. https://pubmed.ncbi.nlm.nih.gov/32858016/
|
Solvent |
mg/mL |
mM |
| Solubility |
| DMSO |
55.0 |
142.18 |
| DMF |
30.0 |
77.55 |
| Ethanol |
0.1 |
0.36 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
386.84
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 |
Formulation protocol:
1. Gao H, Yu Z, Li Y, Wang X. miR-100-5p in human umbilical cord mesenchymal stem cell-derived exosomes mediates eosinophilic inflammation to alleviate atherosclerosis via the FZD5/Wnt/β-catenin pathway. Acta Biochim Biophys Sin (Shanghai). 2021 Jul 13:gmab093. doi: 10.1093/abbs/gmab093. Epub ahead of print. PMID: 34254638.
2. Liu C, Chen L, Wang W, Qin D, Jia C, Yuan M, Wang H, Guo Y, Zhu J, Zhou Y, Zhao H, Liu T. Emodin Suppresses the Migration and Invasion of Melanoma Cells. Biol Pharm Bull. 2021 Jun 1;44(6):771-779. doi: 10.1248/bpb.b20-00807. Epub 2021 Mar 17. PMID: 33731543.
3. Yang S, Zhang Y, Zhang Z, Dan J, Zhou Q, Wang X, Li W, Zhou L, Yang L, Xie L. Insulin Promotes Corneal Nerve Repair and Wound Healing in Type 1 Diabetic Mice by Enhancing Wnt/β-Catenin Signaling. Am J Pathol. 2020 Nov;190(11):2237-2250. doi: 10.1016/j.ajpath.2020.08.006. Epub 2020 Aug 26. PMID: 32858016.
In vitro protocol:
1. Gao H, Yu Z, Li Y, Wang X. miR-100-5p in human umbilical cord mesenchymal stem cell-derived exosomes mediates eosinophilic inflammation to alleviate atherosclerosis via the FZD5/Wnt/β-catenin pathway. Acta Biochim Biophys Sin (Shanghai). 2021 Jul 13:gmab093. doi: 10.1093/abbs/gmab093. Epub ahead of print. PMID: 34254638.
2. Liu C, Chen L, Wang W, Qin D, Jia C, Yuan M, Wang H, Guo Y, Zhu J, Zhou Y, Zhao H, Liu T. Emodin Suppresses the Migration and Invasion of Melanoma Cells. Biol Pharm Bull. 2021 Jun 1;44(6):771-779. doi: 10.1248/bpb.b20-00807. Epub 2021 Mar 17. PMID: 33731543.
In vivo protocol:
1. Yang S, Zhang Y, Zhang Z, Dan J, Zhou Q, Wang X, Li W, Zhou L, Yang L, Xie L. Insulin Promotes Corneal Nerve Repair and Wound Healing in Type 1 Diabetic Mice by Enhancing Wnt/β-Catenin Signaling. Am J Pathol. 2020 Nov;190(11):2237-2250. doi: 10.1016/j.ajpath.2020.08.006. Epub 2020 Aug 26. PMID: 32858016.
1: Tribulo P, Leão BCDS, Lehloenya KC, Mingoti GZ, Hansen PJ. Consequences of endogenous and exogenous WNT signaling for development of the preimplantation bovine embryo. Biol Reprod. 2017 Jun 1;96(6):1129-1141. doi: 10.1093/biolre/iox048. PubMed PMID: 28575156.
2: Narcisi R, Arikan OH, Lehmann J, Ten Berge D, van Osch GJ. Differential Effects of Small Molecule WNT Agonists on the Multilineage Differentiation Capacity of Human Mesenchymal Stem Cells. Tissue Eng Part A. 2016 Nov;22(21-22):1264-1273. Epub 2016 Oct 17. PubMed PMID: 27633010.
3: Fukuda Y, Sano O, Kazetani K, Yamamoto K, Iwata H, Matsui J. Tubulin is a molecular target of the Wnt-activating chemical probe. BMC Biochem. 2016 May 20;17(1):9. doi: 10.1186/s12858-016-0066-9. PubMed PMID: 27207629; PubMed Central PMCID: PMC4873989.
4: Wang H, Graves MW 2nd, Zhou H, Gu Z, Lamont RJ, Scott DA. 2-Amino-4-(3,4-(methylenedioxy)benzylamino)-6-(3-methoxyphenyl)pyrimidine is an anti-inflammatory TLR-2, -4 and -5 response mediator in human monocytes. Inflamm Res. 2016 Jan;65(1):61-9. doi: 10.1007/s00011-015-0891-0. Epub 2015 Nov 27. PubMed PMID: 26613980; PubMed Central PMCID: PMC4703520.
5: Denicol AC, Dobbs KB, McLean KM, Carambula SF, Loureiro B, Hansen PJ. Canonical WNT signaling regulates development of bovine embryos to the blastocyst stage. Sci Rep. 2013;3:1266. doi: 10.1038/srep01266. Epub 2013 Feb 12. PubMed PMID: 23405280; PubMed Central PMCID: PMC3569626.
