33581-98-5

Basic information

• Product Name: PYRIMIDIN-4-YL-METHANOL
• Synonyms: 4-(HYDROXYMETHYL)PYRIMIDINE;4-PYRIMIDINEMETHANOL;RARECHEM AK ML 0568;PYRIMIDIN-4-YL-METHANOL;4-Pyrimidinemethanol (9CI);(PYRIMIDIN-4-YL)METHANOL,PURITY:95% MIN(HPLC);4-(Hydroxymethyl)pyrimidi...;(Pyrimidin-4-yl)methanol, 4-(Hydroxymethyl)-1,3-diazine
• CAS NO: 33581-98-5
• Molecular Formula: C₅H₆N₂O
• Molecular Weight: 110.11
• Product Categories: PYRIMIDINE;Heterocycle-Pyrimidine series
• Mol File: 33581-98-5.mol

Chemical Properties

• Melting Point: 75-78℃
• Boiling Point: 250.784 °C at 760 mmHg
• Flash Point: 105.47 °C
• Appearance: /
• Density: 1.228 g/cm³
• Vapor Pressure: 0.011mmHg at 25°C
• Refractive Index: 1.557
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• PKA: 13.41±0.10(Predicted)
• CAS DataBase Reference: PYRIMIDIN-4-YL-METHANOL(CAS DataBase Reference)
• NIST Chemistry Reference: PYRIMIDIN-4-YL-METHANOL(33581-98-5)
• EPA Substance Registry System: PYRIMIDIN-4-YL-METHANOL(33581-98-5)

Safety Data

• Hazard Codes: Xi
• HazardClass: IRRITANT
• Hazardous Substances Data: 33581-98-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
PYRIMIDIN-4-YL-METHANOL is used as a building block for the synthesis of various pharmaceuticals due to its unique chemical structure and properties. It contributes to the development of new drugs by providing a foundation for the creation of diverse molecular entities with potential therapeutic effects.
Used in Agrochemical Industry:
In the agrochemical sector, PYRIMIDIN-4-YL-METHANOL is utilized as a key component in the synthesis of agrochemicals. Its incorporation into these compounds can enhance their effectiveness in agricultural applications, such as pest control and crop protection.
Used in Organic Synthesis:
PYRIMIDIN-4-YL-METHANOL is employed as a reagent in organic synthesis, facilitating various chemical reactions and transformations. Its presence can improve the efficiency and selectivity of these reactions, leading to the production of desired organic compounds.
Used in Chemical Production:
As a precursor in the production of various useful chemicals, PYRIMIDIN-4-YL-METHANOL plays a crucial role in the synthesis of a wide range of chemical products. Its versatility and reactivity make it an essential component in the development of new and innovative chemical entities.
Used in Medicinal Chemistry:
PYRIMIDIN-4-YL-METHANOL is an important intermediate in the field of medicinal chemistry. Its unique structure and properties make it a valuable tool in the design and synthesis of new drug candidates, contributing to the advancement of drug discovery and development efforts.

InChI:InChI=1/C5H6N2O/c8-3-5-1-2-6-4-7-5/h1-2,4,8H,3H2

Upstream product

• 289-95-2 PYRIMIDINE 
• 67-56-1 methanol 
• 49689-16-9 triazolo<1,5-c>pyrimidine 
• 2450-08-0 methyl pyrimidine-4-carboxylate 
• 68229-92-5 4-pyrimidinecarboxaldehyde hydrazone 

Downstream Products

• 1351764-54-9 N-(5-(2,4-dichloro-6-ethoxyphenyl)-2-oxo-2,3-dihydro-1H-benzo[e][1,4]diazepin-3-yl)-5-fluoro-2-(pyrimidin-4-ylmethoxy)nicotinamide 
• 54198-78-6 4-(bromomethyl)pyrimidine 
• 845907-72-4 ethyl 2-[(diphenylmethylidene)amino]-3-(pyrimidin-4-yl)propanoate 

Relevant articles and documents

Peptidomimetic Vinyl Heterocyclic Inhibitors of Cruzain Effect Antitrypanosomal Activity

Cruzain, an essential cysteine protease of the parasitic protozoan, Trypanosoma cruzi, is an important drug target for Chagas disease. We describe here a new series of reversible but time-dependent inhibitors of cruzain, composed of a dipeptide scaffold appended to vinyl heterocycles meant to provide replacements for the irreversible reactive "warheads" of vinyl sulfone inactivators of cruzain. Peptidomimetic vinyl heterocyclic inhibitors (PVHIs) containing Cbz-Phe-Phe/homoPhe scaffolds with vinyl-2-pyrimidine, vinyl-2-pyridine, and vinyl-2-(N-methyl)-pyridine groups conferred reversible, time-dependent inhibition of cruzain (Ki? = 0.1-0.4 μM). These cruzain inhibitors exhibited moderate to excellent selectivity versus human cathepsins B, L, and S and showed no apparent toxicity to human cells but were effective in cell cultures of Trypanosoma brucei brucei (EC50 = 1-15 μM) and eliminated T. cruzi in infected murine cardiomyoblasts (EC50 = 5-8 μM). PVHIs represent a new class of cruzain inhibitors that could progress to viable candidate compounds to treat Chagas disease and human sleeping sickness.

Pyrazolopyrimidinones which inhibit type 5 cyclic guanosine 3',5'-monophosphate phosphodiesterase (cGMP PDE5) for the treatment of sexual dysfunction

Compounds of formulae (IA) and (IB) or pharmaceutically or veterinarily acceptable salts thereof, or pharmaceutically or veterinarily acceptable solvates of either entity, wherein R1 is C1 to C3 alkyl substituted with C3 to C6 cycloalkyl, CONR5R6 or a N-linked heterocyclic group; (CH2)nHet or (CH2)nAr; R2 is C1 to C6 alkyl; R3 is C1 to C6 alkyl optionally substituted with C1 to C4 alkoxy; R4 is SO2NR7R8; R5 and R6 are each independently selected from H and C1 to C4 alkyl optionally substituted with C1 to C4 alkoxy, or, together with the nitrogen atom to which they are attached, form a 5- or 6-membered heterocyclic group; R7 and R8, together with the nitrogen atom to which they are attached, form a 4-R10-piperazinyl group; R10 is H or C1 to C4 alkyl optionally substituted with OH, C1 to C4 alkoxy or CONH2; H is an optionally substituted C-linked 5- or 6-membered heterocyclic group; Ar is optionally substituted phenyl; and n is 0 or 1; are potent and selective cGMP PDE5 inhibitors useful in the treatment of, inter alia, male erectile dysfunction and female sexual dysfunction.

The chemistry of [1,2,3]triazolo[1,5-c]pyrimidine

Reactions of [1,2,3]triazolo[1,5-c]pyrimidine 2 with some electrophiles and nucleophiles are reported. Triazole ring opening and loss of nitrogen is the principal reaction with electrophiles. With strong acids protonation on N6 competes successfully. Derivatives in which the pyrimidine ring has been opened are obtained in reactions with nucleophiles. No stable simple substitution compounds were found.