N-(1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide

Base Information

• Chemical Name: N-(1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide
• CAS No.: 349438-38-6
• Molecular Formula: C15H11Cl2NO3
• Molecular Weight: 324.163
• European Community (EC) Number: 803-635-9
• DSSTox Substance ID: DTXSID801324445
• Nikkaji Number: J2.810.123F
• Wikipedia: Alda-1
• Wikidata: Q27166749
• ChEMBL ID: CHEMBL465952
• Mol file: 349438-38-6.mol

Synonyms:Alda-1 cpd;N-(1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide

Chemical Property of N-(1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide

Chemical Property:

• Boiling Point: 473.0±45.0 °C(Predicted)
• PKA: 12.75±0.46(Predicted)
• PSA: 51.05000
• Density: 1.437±0.06 g/cm3(Predicted)
• LogP: 4.22690
• Storage Temp.: 2-8°C
• Solubility.: DMSO: soluble10mg/mL (clear solution)
• XLogP3: 4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 323.0115986
• Heavy Atom Count: 21
• Complexity: 372

Purity/Quality:

99% ^*data from raw suppliers

Alda 1 ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T,N
• Statements: 25-50
• Safety Statements: 45-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1OC2=C(O1)C=C(C=C2)CNC(=O)C3=C(C=CC=C3Cl)Cl
• Uses: Alda-1 has been used as an aldehyde dehydrogenase 2 (ALDH2) agonist:to study its cryoprotective effects on H2O2-induced Achilles tendinopathy in mice Achilles tenocytesto study its protective effects against alcohol-derived DNA damage in ALDH2 knock out miceto study its effects on cutaneous wound healing in mice

Technology Process of N-(1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide

There total 2 articles about N-(1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 94.0%

1,3-benzodioxol-5-ylmethyl amine (2620-50-0) + 2,6-Dichlorobenzoyl chloride (4659-45-4) → (N-(1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide) (349438-38-6)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

DOI:10.1074/jbc.M109.014548

Reference yield:

1,3-benzodioxol-5-ylmethyl amine (2620-50-0) + 2,6-dichlorobenzoic acid (50-30-6) → (N-(1,3-benzodioxol-5-ylmethyl)-2,6-dichlorobenzamide) (349438-38-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In N,N-dimethyl-formamide;

DOI:10.1016/j.freeradbiomed.2019.09.026

upstream raw materials:

1,3-benzodioxol-5-ylmethyl amine

2,6-Dichlorobenzoyl chloride

2,6-dichlorobenzoic acid

Refernces

• 1、 Cheng, Ming-Che,Lo, Wei-Chi,Chang, Yu-Wen,Lee, Shoei-Sheng,Chang, Chia-Chuan. "Design, synthesis and the structure-activity relationship of agonists targeting on the ALDH2 catalytic tunnel". . . Retrieved 2020/09/15.