Dafadine-A | CAS#1065506-69-5 | DAF-9 inhibitor

MedKoo Cat#: 555597 | Name: Dafadine-A

Description:

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

Dafadine-A is an analog of dafadine and is a novel inhibitor of DAF-9 cytochrome P450. Dafadine inhibits DAF-9 to promote dauer formation and longevity of Caenorhabditis elegans. Dafadine-A can be used to interrogate developmental control and longevity in other animals.

Chemical Structure

Dafadine-A

CAS#1065506-69-5

Theoretical Analysis

MedKoo Cat#: 555597

Name: Dafadine-A

CAS#: 1065506-69-5

Chemical Formula: C23H25N3O3

Exact Mass: 391.1896

Molecular Weight: 391.47

Elemental Analysis: C, 70.57; H, 6.44; N, 10.73; O, 12.26

Price and Availability

Size	Price	Availability
50mg	USD 450.00	2 Weeks
100mg	USD 750.00	2 Weeks
200mg	USD 1,250.00	2 Weeks
500mg	USD 2,650.00	2 Weeks
1g	USD 3,850.00	2 Weeks
2g	USD 6,450.00	2 Weeks

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Related CAS #

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Synonym

Dafadine-A; DafadineA; Dafadine A

IUPAC/Chemical Name

4-[1-({5-[(2,6-dimethylphenoxy)methyl]-3-isoxazolyl}carbonyl)-4-piperidinyl]-pyridine

InChi Key

WNSNPYIHDMIFOO-UHFFFAOYSA-N

InChi Code

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

SMILES Code

O=C(N1CCC(C2=CC=NC=C2)CC1)C3=NOC(COC4=C(C)C=CC=C4C)=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

To be determined

Shelf Life

>2 years if stored properly

Drug Formulation

To be determined

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

Product Data

Product Data

Instruction

View handling instruction

Biological target:

Dafadine-A, an analog of dafadine, is a novel inhibitor of DAF-9 cytochrome P450 in the nematode Caenorhabditis elegans; it also inhibits the mammalian ortholog of DAF-9(CYP27A1).

In vitro activity:

When L3s were exposed to 100 μM of dafadine A in vitro, exsheathment was significantly inhibited (P < 0.001) compared with unexposed L3 controls (Fig 6C). The inhibitory effects of dafadine A on the production of endogenous Δ7-DA, larval exsheathment and development were partially or completely “rescued” by supplementation with 1.25 μM of (25S)-Δ7-DA (P < 0.001) (Fig 6B–6D). Reference: PLoS Pathog. 2019 Jul; 15(7): e1007960. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6677322/

In vivo activity:

The effect of dafafine A inhibitor was tested on Δ7-DA biosynthesis, larval exsheathment and development of H. contortus. Treatment with dafadine A (100 μM) slowed larval development from the L3 to the L4 stage and significantly reduced the level of endogenous Δ7-DA in dafadine A-treated worms, compared with untreated and (25S)-Δ7-DA-treated worms (Fig 6A and 6B). Similarly, when xL3s were exposed to 100 μM of dafadine A, larval development decreased significantly (P < 0.001) (Fig 6D). In addition, the increases in DG(15:0_18:1) and TG(15:0_10:0_18:2) levels in dafadine A-treated worms suggest a role for DAF-9 in glycerolipid metabolism. Reference: PLoS Pathog. 2019 Jul; 15(7): e1007960. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6677322/

	Solvent	mg/mL	mM
Solubility
	DMSO	50.0	127.73

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 391.47 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. Luciani GM, Magomedova L, Puckrin R, Urbanus ML, Wallace IM, Giaever G, Nislow C, Cummins CL, Roy PJ. 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. Erratum in: Nat Chem Biol. 2012 Mar;8(3):318. PMID: 22057127. 2. Ma G, Wang T, Korhonen PK, Young ND, Nie S, Ang CS, Williamson NA, Reid GE, Gasser RB. Dafachronic acid promotes larval development in Haemonchus contortus by modulating dauer signalling and lipid metabolism. PLoS Pathog. 2019 Jul 23;15(7):e1007960. doi: 10.1371/journal.ppat.1007960. PMID: 31335899; PMCID: PMC6677322.

In vitro protocol:

1. Ma G, Wang T, Korhonen PK, Young ND, Nie S, Ang CS, Williamson NA, Reid GE, Gasser RB. Dafachronic acid promotes larval development in Haemonchus contortus by modulating dauer signalling and lipid metabolism. PLoS Pathog. 2019 Jul 23;15(7):e1007960. doi: 10.1371/journal.ppat.1007960. PMID: 31335899; PMCID: PMC6677322.

In vivo protocol:

1: Ma G, Wang T, Korhonen PK, Young ND, Nie S, Ang CS, Williamson NA, Reid GE, Gasser RB. Dafachronic acid promotes larval development in Haemonchus contortus by modulating dauer signalling and lipid metabolism. PLoS Pathog. 2019 Jul 23;15(7):e1007960. doi: 10.1371/journal.ppat.1007960. PMID: 31335899; PMCID: PMC6677322. 2: Luciani GM, Magomedova L, Puckrin R, Urbanus ML, Wallace IM, Giaever G, Nislow C, Cummins CL, Roy PJ. 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. Erratum in: Nat Chem Biol. 2012 Mar;8(3):318. PMID: 22057127.