1797-87-1

Basic information

• Product Name: DEOXYSEPIAPTERIN
• Synonyms: DEOXYSEPIAPTERIN;2-amino-7,8-dihydro-6-(1-oxopropyl)-4(1H)-Pteridinone;2'-Deoxysepiapterin
• CAS NO: 1797-87-1
• Molecular Formula: C₉H₁₁N₅O₂
• Molecular Weight: 221.22
• Mol File: 1797-87-1.mol
• Article Data: 3

Chemical Properties

• Melting Point: 258 °C (decomp)
• Boiling Point: 400.3°Cat760mmHg
• Flash Point: 195.9°C
• Appearance: /
• Density: 1.7g/cm³
• Vapor Pressure: 1.29E-06mmHg at 25°C
• Refractive Index: 1.782
• PKA: 10.20±0.20(Predicted)
• CAS DataBase Reference: DEOXYSEPIAPTERIN(CAS DataBase Reference)
• NIST Chemistry Reference: DEOXYSEPIAPTERIN(1797-87-1)
• EPA Substance Registry System: DEOXYSEPIAPTERIN(1797-87-1)

Safety Data

• Hazardous Substances Data: 1797-87-1(Hazardous Substances Data)

Usage

Description

Deoxysepiapterin, also known as 6-deoxy-7,8-dihydrobiopterin, is a naturally occurring pterin derivative that plays a crucial role in various biological processes. It is characterized by the absence of an oxygen atom at the 6-position and the presence of a 7,8-dihydro structure. Deoxysepiapterin is involved in the regulation of nitric oxide synthesis and has potential applications in the pharmaceutical and diagnostic industries.

Uses

Used in Diagnostic Applications:
Deoxysepiapterin is used as a biomarker for the analysis and identification of pterins in human urine. It aids in the diagnosis of various diseases and disorders associated with abnormal pterin metabolism, such as phenylketonuria and other inherited metabolic disorders.
Used in Research and Development:
Deoxysepiapterin is used in the isolation and preparation of pterin from biological materials, which is essential for studying the structure, function, and metabolism of pterins. This knowledge is crucial for understanding the role of pterins in various physiological processes and their potential as therapeutic targets.
Used in Pharmaceutical Industry:
Deoxysepiapterin has potential applications in the development of drugs targeting nitric oxide synthesis and related pathways. Its ability to modulate nitric oxide production makes it a promising candidate for the treatment of diseases associated with nitric oxide dysregulation, such as cardiovascular diseases, neurological disorders, and inflammatory conditions.

InChI:InChI=1/C9H11N5O2/c1-2-5(15)4-3-11-7-6(12-4)8(16)14-9(10)13-7/h2-3H2,1H3,(H4,10,11,13,14,16)

Upstream product

• 71014-28-3 2-amino-6-1'-oxopropylpteridin-4(3H)-one 
• 92180-40-0 2-amino-7-(methylthio)-6-propionylpteridin-4(3H)-one 
• 49560-67-0 2-amino-4-(pentyloxy)pteridin-7(8H)-one 
• 26212-13-5 2,4-diaminopteridin-7(8H)-one 
• 69022-85-1 2-amino-6-(1-hydroxypropyl)pteridin-4(3H)-one 
• 92180-34-2 2,4-diaminopteridine-7-thiol 
• 92180-32-0 2,4-diamino-7-chloropteridine 
• 92180-36-4 2,4-diamino-7-(methylthio)pteridine 
• 92180-31-9 2-amino-4-(pentyloxy)-7-chloropteridine 
• 92180-38-6 2,4-diamino-7-(methylthio)-6-propionylpteridine 
• 92180-35-3 2-amino-4-n-pentyloxy-7-n-propylthiopteridine 
• 92180-41-1 2-amino-4-n-pentyloxy-6-propionylpteridine 
• 92180-37-5 2-amino-4-n-pentyloxy-7-n-propylthio-6-propionylpteridine 
• 92180-39-7 2-amino-4-(pentyloxy)-6-propionylpteridine-7-thiol 

Downstream Products

• 490-79-9 2,5-dihydroxybenzoic acid. 
• 2236-60-4 2-aminopteridin-4(3H)-one 
• 69022-85-1 2-amino-6-(1-hydroxypropyl)pteridin-4(3H)-one 

Relevant articles and documents

Chemoselective oxidation of 6-hydroxyalkylpteridine and its application to synthesis of 6-acyl-7,8-dihydropteridine

Alcohol-selective oxidation of 6-l′-hydroxyalkylpteridines catalyzed by ruthenium (IV), RuO4-, gives 6-acylpteridines in high yields. Partial reduction of the products affords 6-acyl-7,8-dihydropteridine derivatives, such as a lipophilic derivative of sepiapterin, deoxysepiapterin, and sepiapterin-C.

CHEMICAL SYNTHESIS OF DEOXYSEPIAPTERIN

A chemical synthesis of the yellow eye pigment deoxysepiapterin of Drosophila melanogaster has been achieved from 7-alkylthio pteridines by homolytic nucleophilic acylation at C-6 and subsequent hydrolyses to 6-proprionylpterin derivatives followed by desulfurizations with copper-aluminium alloy.