33876-97-0

Basic information

• Product Name: 3-MORPHOLINOSYDNONIMINE
• Synonyms: 3-MORPHOLINOSYDNONIMINE;SIN-1;cv664;SIN-1 HYDROCHLORIDE (3-MORPHOLINOSYDNONI MINEHYDROCHLORIDE, LINSID;Sin-1 16142-27-1;3-MorpholinosydnonmineHCl;3-Morpholinosydnonminehydrochloride;3-morpholinosydnoneimine
• CAS NO: 33876-97-0
• Molecular Formula: C₆H₁₀N₄O₂
• Molecular Weight: 170.17
• Mol File: 33876-97-0.mol
• Article Data: 0

Chemical Properties

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• Appearance: off-white/solid
• Density: g/cm³
• Storage Temp.: −20°C
• Solubility: H2O: >10 mg/mL
• CAS DataBase Reference: 3-MORPHOLINOSYDNONIMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-MORPHOLINOSYDNONIMINE(33876-97-0)
• EPA Substance Registry System: 3-MORPHOLINOSYDNONIMINE(33876-97-0)

Safety Data

• WGK Germany: 3
• Hazardous Substances Data: 33876-97-0(Hazardous Substances Data)

Usage

Description

3-Morpholinosydnonimine, also known as 3-MORPHOLINO-1-(4-NITROPHENYL)TRIAZENE, is an organic compound with vasodilatory properties. It is characterized by its ability to inhibit platelet aggregation and cysteine proteases, making it a significant molecule in the field of cardiovascular and pharmaceutical research.

Uses

Used in Pharmaceutical Industry:
3-Morpholinosydnonimine is used as a vasodilator for its ability to relax blood vessels, thereby reducing blood pressure and improving blood flow. This property makes it a potential candidate for the treatment of various cardiovascular conditions.
Used in Research Applications:
In the research field, 3-Morpholinosydnonimine is used as a tool compound for studying the mechanisms of platelet aggregation and the activity of cysteine proteases. Its inhibitory effects on these processes provide valuable insights into the development of new therapeutic agents targeting these pathways.
Used in Drug Development:
3-Morpholinosydnonimine's potent vasodilatory effects and its ability to inhibit platelet aggregation make it a promising starting point for the development of new drugs aimed at treating cardiovascular diseases and conditions related to blood clotting. Its properties can be further optimized and modified to create more effective and targeted therapeutic agents.

InChI:InChI=1/C6H9N4O2/c7-6-5-8-10(12-6)9-1-3-11-4-2-9/h5H,1-4H2/q-1/p+1

Synthetic route

1-aminomorpholine (4319-49-7) + formaldehyd (50-00-0) + potassium cyanide (151-50-8) → 3-Morpholinosydnonimine (33876-97-0)

Conditions	Yield
(i) H2O, (ii) NaNO2, aq. HCl, (iii) HCl, MeOH; Multistep reaction;

N-morpholin-4-yl-glycine nitrile; hydrochloride (26263-64-9) → 3-Morpholinosydnonimine (33876-97-0)

Conditions	Yield
(i) aq. HCl, NaNO2, (ii) HCl, MeOH; Multistep reaction;

4-methylthio-2-oxobutanoic acid (583-92-6) + 3-Morpholinosydnonimine (33876-97-0) → ethene (74-85-1)

Conditions	Yield
In phosphate buffer at 35℃; for 1.66667h; pH=7.4; Product distribution; Kinetics; Further Variations:; in presence of cytosols and microsomes; Oxidation;

3-Morpholinosydnonimine (33876-97-0) → N-morpholino-N-nitroso-amino acetonitrile (26687-79-6)

Conditions	Yield
With GLUTATHIONE In phosphate buffer at 37℃; pH=7.4; Kinetics; Further Variations:; Reagents;

Upstream product

• 4319-49-7 1-aminomorpholine 
• 50-00-0 formaldehyd 
• 151-50-8 potassium cyanide 
• 26263-64-9 N-morpholin-4-yl-glycine nitrile; hydrochloride 

Downstream Products

• 26687-79-6 N-morpholino-N-nitroso-amino acetonitrile 
• 74-85-1 ethene