H2S Donor 5a

Base Information

• Chemical Name: H2S Donor 5a
• CAS No.: 134861-13-5
• Molecular Formula: C14H11NO2S
• Molecular Weight: 257.313
• Mol file: 134861-13-5.mol

Synonyms:H2S Donor 5a;N-(Benzoylthio)benzamide

Chemical Property of H2S Donor 5a

Chemical Property:

• Melting Point: 138-140℃ (dichloromethane hexane )
• PKA: 8.97±0.46(Predicted)
• PSA: 71.47000
• Density: 1.266±0.06 g/cm3(Predicted)
• LogP: 3.29590

Purity/Quality:

98% ^*data from raw suppliers

H2S Donor 5a ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: H2S Donor 5a is a stable, cysteine-activated H2S donor. In the presence of excess of cysteine, the concentration of H2S released from this compound reaches a maximum value at 18 min. It does not react with potential cellular nucleophiles such as -OH and -NH2 groups.

Technology Process of H2S Donor 5a

There total 4 articles about H2S Donor 5a 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:

S-benzoylthiohydroxylamine (25740-80-1) + keratin → N-(benzoylsulfide)benzamide (134861-13-5)

Guidance literature:

keratin; With 1-hydroxy-pyrrolidine-2,5-dione; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In aq. phosphate buffer; at 25 ℃; for 1h; pH=6.8;

S-benzoylthiohydroxylamine; In tetrahydrofuran; aq. phosphate buffer; at 25 ℃; for 4h; pH=6.8;

With rac-cysteine; In aq. phosphate buffer; pH=7.4; pH-value; Solvent;

Reference yield:

S-benzoylthiohydroxylamine (25740-80-1) + benzoic acid anhydride (93-97-0) → N-(benzoylsulfide)benzamide (134861-13-5)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1021/ja1085723

Reference yield:

thiobenzoic acid (98-91-9) → N-(benzoylsulfide)benzamide (134861-13-5)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide; hydroxylamine-O-sulfonic acid / water / 0.08 h / 20 °C

2: dichloromethane / 12 h / 20 °C

With potassium hydroxide; hydroxylamine-O-sulfonic acid; In dichloromethane; water;

DOI:10.1021/acs.jmedchem.5b01033

upstream raw materials:

S-benzoylthiohydroxylamine

benzoic acid anhydride

thiobenzoic acid

Downstream raw materials:

2-benzamido-3-mercaptopropanoic acid

benzamide

cysteine hydropersulfide

hydrogen sulfide

Refernces

• 1、 Zhao, Yu,Yang, Chuntao,Organ, Chelsea,Li, Zhen,Bhushan, Shashi,Otsuka, Hiro,Pacheco, Armando,Kang, Jianming,Aguilar, Hector C.,Lefer, David J.,Xian, Ming. "Design, Synthesis, and Cardioprotective Effects of N-Mercapto-Based Hydrogen Sulfide Donors". supporting information. p. 7501 - 7511. Retrieved 2015/10/05.
• 2、 Zhao, Yu,Wang, Hua,Xian, Ming. "Cysteine-activated hydrogen sulfide (H2S) donors". supporting information; experimental part. p. 15 - 17. Retrieved 2011/03/17.