712-29-8

Basic information

• Product Name: 6-hydroxymethylpterin
• Synonyms: 6-hydroxymethylpterin;2-Amino-4-hydroxypteridine-6-methanol;2-Amino-6-(hydroxymethyl)pteridine-4(3H)-one;2-Amino-6-hydroxymethyl-4(1H)-pteridinone;Ranachrome 3;Rana-pterin 3;2-amino-6-(hydroxymethyl)-1H-pteridin-4-one;2-amino-6-methylol-1H-pteridin-4-one
• CAS NO: 712-29-8
• Molecular Formula: C₇H₇N₅O₂
• Molecular Weight: 193.16
• Mol File: 712-29-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: 300 °C (decomp)(Solv: water (7732-18-5))
• Boiling Point: 530.7°C at 760 mmHg
• Flash Point: 274.8°C
• Appearance: /
• Density: 1.96g/cm³
• Vapor Pressure: 4.3E-12mmHg at 25°C
• Refractive Index: 1.892
• Storage Temp.: -20°C Freezer
• Solubility: Aqueous Sodium Hydroxide, DMSO
• PKA: 13.45±0.10(Predicted)
• CAS DataBase Reference: 6-hydroxymethylpterin(CAS DataBase Reference)
• NIST Chemistry Reference: 6-hydroxymethylpterin(712-29-8)
• EPA Substance Registry System: 6-hydroxymethylpterin(712-29-8)

Safety Data

• Hazardous Substances Data: 712-29-8(Hazardous Substances Data)

Usage

Description

6-Hydroxymethylpterin is an organic compound that serves as an intermediate in the synthesis of various pteridine derivatives, which are important in the development of pharmaceuticals and other chemical products.

Uses

Used in Pharmaceutical Industry:
6-Hydroxymethylpterin is used as an intermediate in the synthesis of 2-Amino-6-(chloromethyl)-4(3H)-pteridinone (A602875), which is a reagent/intermediate for the preparation of Folic Acid (F680300) and its derivatives. Folic acid is an essential vitamin that plays a crucial role in cell growth, DNA synthesis, and the formation of red blood cells. It is commonly used in supplements and fortified foods to prevent neural tube defects during pregnancy and to treat folic acid deficiency anemia.
Additionally, 6-hydroxymethylpterin may be utilized in the development of other pteridine-based compounds with potential therapeutic applications, such as anti-inflammatory, anti-cancer, and antiviral agents. Its versatility as a synthetic intermediate makes it valuable in the pharmaceutical industry for creating new and innovative medications.

InChI:InChI=1/C7H7N5O2/c8-7-11-5-4(6(14)12-7)10-3(2-13)1-9-5/h1,13H,2H2,(H3,8,9,11,12,14)

Upstream product

• 2009-64-5 D-neopterin 
• 96-26-4 dihydroxyacetone 
• 1004-75-7 2,5,6-triamino-4-hydroxypyrimidine 
• 7803-57-8 hydrazine hydrate 
• 4066-47-1 2,5,6-triaminopyrimidin-4(3H)-one dihydrochloride 
• 59-30-3 folic acid 
• 712-30-1 6-formylpterin 
• 26944-17-2 2,2,3-tribromopropanal 
• 5221-17-0 2,3-dibromopropanal 
• 73978-41-3 2,4-diamino-6-(hydroxymethyl)pteridine hydrochloride 

Downstream Products

• 142645-53-2 2-(2,2-Dimethyl-propionylamino)-6-(2,2-dimethyl-propionyloxymethyl)-4-oxo-4,6,7,8-tetrahydro-3H-pteridine-5-carboxylic acid benzyl ester 
• 712-30-1 6-formylpterin 
• 948-60-7 pterine-6-carboxylic acid 
• 948-60-7 pterin-6-carboxylic acid 
• 712-30-1 6-pterinaldehyde 
• 142645-51-0 6-pivaloyloxymethyl-2-pivaloylaminopteridin-4(3H)-one 
• 6863-06-5 6-hydroxymethyl-3,4-dihydropterin pyrophosphate 
• 73978-45-7 6-(Acetoxymethyl)pterin 
• 325708-78-9 2-(4-nitrophenyl)ethyl 6-{[3-(4-benzoylphenyl)-1-oxopropoxy]methyl}-2-{[(dimethylamino)methylene]amino}-3,4,5,6,7,8-hexahydro-4-oxopteridine-5-carboxylate 
• 325708-89-2 2-(4-nitrophenyl)ethyl 2-amino-6-{[3-(4-benzoylphenyl)-1-oxopropoxy]methyl}-3,4,5,6,7,8-hexahydro-4-oxopteridine-5-carboxylate 
• 325708-82-5 2-(4-nitrophenyl)ethyl 2-{[(dimethylamino)methylene]amino}-3,4,5,6,7,8-hexahydro-4-oxo-6-[({4-[3-(trifluoromethyl)-3H-diazirin-3-yl]benzoyl}oxy)methyl]pteridine-5-carboxylate 
• 325708-72-3 2-(4-nitrophenyl)ethyl 6-{[(4-azidobenzoyl)oxy]methyl}-2-{[(dimethylamino)methylene]amino}-3,4,5,6,7,8-hexahydro-4-oxopteridine-5-carboxylate 
• 325708-69-8 N²-[(dimethylamino)methylene]-5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin 
• 325708-61-0 5,6,7,8-tetrahydro-6-(hydroxymethyl)-5-{[2-(4-nitrophenyl)ethoxy]carbonyl}pterin 

Relevant articles and documents

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Tetrahydrofurfuroxy folic acid analogue synthetic method

The invention relates to a novel method for synthesis of tetrahydrofolic acid analogues, and mainly solves the problems of uneasily controllable reaction conditions and many produced by products in a conventional synthesis method. A series of tetrahydrofolic acid analogues are prepared by employing 5-aminouracil or 2,4,5,6-tetraaminopyrimidine, 2,5,6-triamino-4-hydroxypyrimidine as an initial raw material and combining the steps of cyclization, oxidation, chlorination, ammonolysis, catalytic hydrogenation reduction, intramolecular cyclization, aziridine ring opening, nucleophilic substitution, ethoxycarbonyl hydrolysis, etc. Compared with a conventional synthesis method, the novel method provided by the invention has the characteristics of mild and stable reaction conditions, few by-products, wide application range, etc.

Synthesis of 6-hydroxymethylpterin α- And β-D-glucosides

The key precursor, N2-(N,N-dimethylaminomethylene)-6-hydroxy- methyl-3-[2-(4-nitrophenyl)ethyl]pterin (11) was efficiently prepared from 2,5,6-triamino-4-hydroxypyrimidine (8) in 5 steps. The first, unequivocal synthesis of 6-hydroxymethylpteri

Pteridines, LXIX. Synthesis and Reactivity of 2,4-Diamino-6-(hydroxymethyl)pteridine

Condensation of 2,4,5,6-tetraaminopyridine (2) with 1,3-dihydroxyacetone in the presence of gaseous oxygen, rather than air, resulted in 2,4-diamino-6-(hydroxymethyl)pteridine (3) virtually uncontaminated with 2,4-diamino-6-methylpteridine (4).Acetylation of 3 led to 6-acetoxymethyl-2,4-bis(acetylamino)pteridine (5) which turned out to be very labile forming various di- and monoacetyl derivatives (6, 7, 9, 10) on mild hydrolytic conditions.Their structures are proven by physical-chemical means.Silylation of 3 to the tris(trimethylsilyl) derivative 11 followed by treatment with 1-O-acetyl-2,3,5-tri-O-benzoyl-β-D-ribofuranose (12) and 1,2,3,4,6-penta-O-acetyl-β-D-glucopyranose (15), respectively, in the presence of boron trifluoride,led to selective formation of the corresponding acylated 2,4-diamino-6-pteridinyl O-glycosides 13 and 15, respectively.Deacylations of these afforded the free O-glycosides 14 and 17 which have been characterized by UV- and NMR spectra as well as pKa measurements.