Dafadine-A
- Product Name
- Dafadine-A
- CAS No.
- 1065506-69-5
- Chemical Name
- Dafadine-A
- Synonyms
- CS-1223;Dafadine-A;Dafadine A >=98% (HPLC);Dafadine-A, 10 mM in DMSO;Dafadine A,Cytochrome P450,CYPs,Dafadine-A,Inhibitor,DafadineA,inhibit;4-(1-{5-[(2,6-dimethylphenoxy)methyl]-1,2-oxazole-3-carbonyl}piperidin-4-yl)pyridine;4-[1-({ 5-[(2,6-Dimethylphenoxy)methyl]-3-isoxazolyl}carbonyl)-4-piperidinyl]pyridine;(5-((2,6-Dimethylphenoxy)methyl)isoxazol-3-yl)(4-(pyridin-4-yl)piperidin-1-yl)methanone;Methanone, [5-[(2,6-dimethylphenoxy)methyl]-3-isoxazolyl][4-(4-pyridinyl)-1-piperidinyl]-;Dafadine-A [5-[(2,6-dimethylphenoxy) methyl]-1,2-oxazol-3-yl]-(4-pyridin-4-ylpiperidin-1-yl)methanone
- CBNumber
- CB42715625
- Molecular Formula
- C23H25N3O3
- Formula Weight
- 391.46
- MOL File
- 1065506-69-5.mol
Dafadine-A Property
- storage temp.
- 2-8°C
- solubility
- DMSO: soluble15mg/mL, clear
- form
- powder
- color
- white to beige
- InChI
- 1S/C23H25N3O3/c1-16-4-3-5-17(2)22(16)28-15-20-14-21(25-29-20)23(27)26-12-8-19(9-13-26)18-6-10-24-11-7-18/h3-7,10-11,14,19H,8-9,12-13,15H2,1-2H3
- InChIKey
- WNSNPYIHDMIFOO-UHFFFAOYSA-N
- SMILES
- N3(CCC(CC3)c4ccncc4)C(=O)c1n[o]c(c1)COc2c(cccc2C)C
Safety
- WGK Germany
- 3
- Storage Class
- 11 - Combustible Solids
N-Bromosuccinimide Price
- Product number
- SML0736
- Product name
- Dafadine A
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $103
- Updated
- 2026/03/19
- Product number
- SML0736
- Product name
- Dafadine A
- Purity
- ≥98% (HPLC)
- Packaging
- 25mg
- Price
- $194
- Updated
- 2026/03/19
- Product number
- CS-3184
- Product name
- Dafadine A
- Purity
- 98.94%
- Packaging
- 5mg
- Price
- $60
- Updated
- 2021/12/16
- Product number
- CS-3184
- Product name
- Dafadine A
- Purity
- 98.94%
- Packaging
- 50mg
- Price
- $350
- Updated
- 2021/12/16
- Product number
- SYN5016
- Product name
- Dafadine A
- Packaging
- 50mg
- Price
- $365
- Updated
- 2021/12/16
Dafadine-A Chemical Properties,Usage,Production
Uses
Dafadine-A is a selective inhibitor of DAF-9 cytochrome P450 in the nematode Caenorhabditis elegans. Dafadine-A inhibits the mammalian ortholog of DAF-9 (CYP27A1). Dafadine-A does not inhibits DAF-12 and sterol- and oxysterol-metabolizing P450s[1].
Definition
ChEBI: Dafadine A is an N-acylpiperidine obtained by formal condensation of the carboxy group of 5-[(2,6-dimethylphenoxy)methyl]-1,2-oxazole-3-carboxylic acid with the secondary amino group of 4-(pyridin-4-yl)piperidine. It has a role as a P450 inhibitor and a geroprotector. It is a member of pyridines, a N-acylpiperidine, a member of isoxazoles, an aromatic ether and an aromatic amide.
Biological Activity
Dafadine A is a selective inhibitor of C. elegans DAF-9 cytochrome P450, a key regulator of dauer formation, developmental timing and longevity. C. elegans has four life stages. In harsh environmental conditions, nematodes can convert to the L3 stage, known as the ""non-aging"" dauer stage, in which development ceases until improved conditions are sensed. Dafadine A can induce dauer formation and increased longevity in wild-type worms raised in nonstressful conditions. Dafadine A is the only inhibitor known to robustly inhibit DAF-9 in wild-type worms. It does not inhibit DAF-12 activity. Dafadine is active in mammalian systems, inhibiting CYP27A1, the mammalian functional ortholog of DAF-9 th at oxidizes 4-cholesten-3-one to make 26-hydroxy-4-cholesten-3-one and Δ4-dafachronic acid, without inhibiting other sterol- and oxysterol-metabolizing P450s such as CYP7A1 or CYP7B1.
References
[1] Luciani GM, et al. Dafadine inhibits DAF-9 to promote dauer formation and longevity of Caenorhabditis elegans. Nat Chem Biol. 2011 Nov 6;7(12):891-3. DOI:10.1038/nchembio.698
[2] Wang X, et al. Cholesterol neutralized vemurafenib treatment by promoting melanoma stem-like cells via its metabolite 27-hydroxycholesterol. Cell Mol Life Sci. 2024 May 22;81(1):226. DOI:10.1007/s00018-024-05267-3
Dafadine-A Preparation Products And Raw materials
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