Methyl 2-[4-(nitrooxymethyl)benzoyl]sulfanylbenzoate

Base Information

Chemical Name:Methyl 2-[4-(nitrooxymethyl)benzoyl]sulfanylbenzoate
CAS No.:258278-64-7
Molecular Formula:C₁₆H₁₃NO₆S
Molecular Weight:347.348
Hs Code.:
DSSTox Substance ID:DTXSID10441243
Wikidata:Q82257930
Mol file:258278-64-7.mol

Synonyms:SE 175;258278-64-7;Methyl 2-[4-(nitrooxymethyl)benzoyl]sulfanylbenzoate;SCHEMBL1913386;DTXSID10441243;JDIVRBDMTYQVOK-UHFFFAOYSA-N;J-016141;2-[[4-[(nitrooxy)methyl]benzoyl]thio]-benzoic acid, methyl ester

Suppliers and Price of Methyl 2-[4-(nitrooxymethyl)benzoyl]sulfanylbenzoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Sigma-Aldrich
SE 175 ≥97%
10mg
$ 196.00

Cayman Chemical
SE 175 ≥97%
10mg
$ 95.00

Cayman Chemical
SE 175 ≥97%
5mg
$ 51.00

Cayman Chemical
SE 175 ≥97%
100mg
$ 697.00

Cayman Chemical
SE 175 ≥97%
50mg
$ 399.00

ApexBio Technology
SE 175
100mg
$ 893.00

AK Scientific
Methyl2-[4-(nitrooxymethyl)benzoyl]sulfanylbenzoate
50mg
$ 596.00

Total 5 raw suppliers

Chemical Property of Methyl 2-[4-(nitrooxymethyl)benzoyl]sulfanylbenzoate

Chemical Property:

Vapor Pressure:0mmHg at 25°C
Boiling Point:493.782°C at 760 mmHg
Flash Point:252.431°C
PSA：123.72000
Density:1.406g/cm³
LogP:3.63720
Storage Temp.:−20°C
XLogP3:3.8
Hydrogen Bond Donor Count:0
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:7
Exact Mass:347.04635831
Heavy Atom Count:24
Complexity:458

Purity/Quality:

97% ^*data from raw suppliers

SE 175 ≥97% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:
Safety Statements: 22-24/25

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:COC(=O)C1=CC=CC=C1SC(=O)C2=CC=C(C=C2)CO[N+](=O)[O-]
Description SE 175 is an organic nitrate compound of the same general class as nitroglycerin. These nitrate compounds can act as NO-donors in vivo following reductive transformation of the nitrate group to nitric oxide. The nitroxyacylated thiosalicylates, such as SE 175, were developed in an effort to facilitate this reductive process and accelerate the release of NO. SE 175 is stable in buffer or saline solution. In the intact rat, it stimulates endothelial soluble guanylate cyclase and induces aortic vasorelaxation with an EC50 of 20 μM, which is intermediate in potency between nitroglycerine and isosorbide dinitrate.

Technology Process of Methyl 2-[4-(nitrooxymethyl)benzoyl]sulfanylbenzoate

There total 3 articles about Methyl 2-[4-(nitrooxymethyl)benzoyl]sulfanylbenzoate 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: 51.0%

: 258278-55-6
4-[(nitrooxy)methyl]benzoic acid

: 4892-02-8
Methyl thiosalicylate

: 258278-64-7
methyl S-(4-nitrooxymethylbenzoyl)-thiosalicylate

Guidance literature:: 4-[(nitrooxy)methyl]benzoic acid; With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at -10 ℃;

Methyl thiosalicylate; In N,N-dimethyl-formamide; at -10 ℃;
DOI:10.1016/S0223-5234(99)00110-5

Reference yield:

: 6232-88-8
4-bromomethylbenzoic Acid

: 258278-64-7
methyl S-(4-nitrooxymethylbenzoyl)-thiosalicylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 84 percent / AgNO₃ / acetonitrile

2.1: CDI / dimethylformamide / -10 °C

2.2: 51 percent / dimethylformamide / -10 °C

With silver nitrate; 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; acetonitrile; 1.1: Substitution / 2.1: Substitution / 2.2: Substitution;
DOI:10.1016/S0223-5234(99)00110-5

Reference yield:

: 147-93-3
Thiosalicylic acid

: 258278-64-7
methyl S-(4-nitrooxymethylbenzoyl)-thiosalicylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 73 percent / TsOH / toluene / 48 h / Heating

2.1: CDI / dimethylformamide / -10 °C

2.2: 51 percent / dimethylformamide / -10 °C

With toluene-4-sulfonic acid; 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; toluene; 1.1: Esterification / 2.1: Substitution / 2.2: Substitution;
DOI:10.1016/S0223-5234(99)00110-5