N,N'-BIS(CARBOXYMETHYL)-N,N'-DINITROSO-P-PHENYLENEDIAMINE, DISODIUM SALT

Base Information

• Chemical Name: N,N'-BIS(CARBOXYMETHYL)-N,N'-DINITROSO-P-PHENYLENEDIAMINE, DISODIUM SALT
• CAS No.: 6645-64-3
• Molecular Formula: C10H10N4O6
• Molecular Weight: 282.213
• Hs Code.: 2922499990
• Mol file: 6645-64-3.mol

Synonyms:N,N'-BIS(CARBOXYMETHYL)-N,N'-DINITROSO-P-PHENYLENEDIAMINE, DISODIUM SALT;N,N''-BIS(CARBOXYMETHYL)-N,N''-DINITROSO-P-PHENYLENEDIAMINE DIMETHYL ESTER (BBN 5 METHYL ESTER);N,N-Dinitroso-N,N-dicarboxymethyl-p-phenylenediamine,disodiumsalt

Chemical Property of N,N'-BIS(CARBOXYMETHYL)-N,N'-DINITROSO-P-PHENYLENEDIAMINE, DISODIUM SALT

Chemical Property:

• Melting Point: 120-121°C
• PSA: 145.60000
• LogP: -1.83800
• Storage Temp.: -20°C Freezer, Under Inert Atmosphere
• Solubility.: DMSO

Purity/Quality:

98% ^*data from raw suppliers

N,N-Dinitroso-p-phenylenediamine-N,N-diaceticAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N,N-Dinitroso-p-phenylenediamine-N,N-diacetic Acid is a caged, photolabile Nitric Oxide donor that is useful for delivering nitric oxide into intracellular compartments in microsecond time scale without any cytotoxic effects. Upon irradiation these donors produce two NO molecules per molecule of BNN. Thiols present in biological systems do not interfere with the release of NO from these caged compounds. They are stable over a wide physiological range of pH.

Technology Process of N,N'-BIS(CARBOXYMETHYL)-N,N'-DINITROSO-P-PHENYLENEDIAMINE, DISODIUM SALT

There total 6 articles about N,N'-BIS(CARBOXYMETHYL)-N,N'-DINITROSO-P-PHENYLENEDIAMINE, DISODIUM SALT 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: 77.0%

N,N'-(1,4-phenylene)bis(glycine) (10097-07-1) → N,N’-dinitroso-p-phenylenediamine-N,N’-diacetic acid (6645-64-3)

Guidance literature:

With acetic acid; sodium nitrite; In water; at 0 - 5 ℃;

DOI:10.1021/jacs.6b03381

Reference yield:

N,N'-diacetyl-1,4-phenylenediamine (140-50-1) → N,N’-dinitroso-p-phenylenediamine-N,N’-diacetic acid (6645-64-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) NaH

2: aq. H₂SO₄ / Heating

3: NaNO₂

With sulfuric acid; sodium hydride; sodium nitrite;

DOI:10.1021/ja962839d

Reference yield:

{Acetyl-[4-(acetyl-ethoxycarbonylmethyl-amino)-phenyl]-amino}-acetic acid ethyl ester (189194-00-1) → N,N’-dinitroso-p-phenylenediamine-N,N’-diacetic acid (6645-64-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. H₂SO₄ / Heating

2: NaNO₂

With sulfuric acid; sodium nitrite;

DOI:10.1021/ja962839d

upstream raw materials:

N,N'-(1,4-phenylene)bis(glycine)

N,N'-diacetyl-1,4-phenylenediamine

{Acetyl-[4-(acetyl-ethoxycarbonylmethyl-amino)-phenyl]-amino}-acetic acid ethyl ester

1,4-phenylenediamine

Downstream raw materials:

dimethyl N,N'-dinitroso-1,4-phenylenediamine-N,N'-diacetate

nitrogen(II) oxide

3-[4-(carboxymethyl-nitroso-amino)-phenyl]-sydnone

3-4-(5-oxido-1,2,3)4-oxadiazol-3-yl-phenyl-1,2,3-oxadiazol-3-ium-5-olate

Refernces

• 1、 Namiki,Arai,Fujimori. "High-performance caged nitric oxide: A new molecular design, synthesis, and photochemical reaction". . p. 3840 - 3841. Retrieved 2007/10/03.