97570-29-1

Basic information

• Product Name: 2-AMINO-6-HYDROXY-5-(2-PROPENYL)-4(1H)-PYRIMIDINONE
• Synonyms: 2-AMINO-6-HYDROXY-5-(2-PROPENYL)-4(1H)-PYRIMIDINONE;5-Allyl-2-aminopyrimidine-4,6-diol
• CAS NO: 97570-29-1
• Molecular Formula: C₇H₉N₃O₂
• Molecular Weight: 167.16526
• Mol File: 97570-29-1.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• Density: 1.43g/cm³
• Refractive Index: 1.636
• CAS DataBase Reference: 2-AMINO-6-HYDROXY-5-(2-PROPENYL)-4(1H)-PYRIMIDINONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2-AMINO-6-HYDROXY-5-(2-PROPENYL)-4(1H)-PYRIMIDINONE(97570-29-1)
• EPA Substance Registry System: 2-AMINO-6-HYDROXY-5-(2-PROPENYL)-4(1H)-PYRIMIDINONE(97570-29-1)

Safety Data

• Hazardous Substances Data: 97570-29-1(Hazardous Substances Data)

Usage

General Description

2-Amino-6-hydroxy-5-(2-propenyl)-4(1H)-pyrimidinone is a chemical compound with a molecular formula C7H10N2O2. It is a pyrimidone derivative that is commonly used as an intermediate in the synthesis of pharmaceuticals and other organic compounds. 2-Amino-6-hydroxy-5-(2-propenyl)-4(1H)-pyrimidinone has been studied for its potential biological and medicinal properties, including its antioxidant and anti-inflammatory effects. It is also known to have potential applications in the treatment of cancer and neurodegenerative diseases. 2-Amino-6-hydroxy-5-(2-propenyl)-4(1H)-pyrimidinone is an important building block for the synthesis of various biologically active compounds and is therefore of interest to the pharmaceutical industry.

InChI:InChI=1/C7H9N3O2/c1-2-3-4-5(11)9-7(8)10-6(4)12/h2H,1,3H2,(H4,8,9,10,11,12)

Upstream product

• 2049-80-1 (2-propenyl)propanedioic acid diethyl ester 
• 50-01-1 guanidine hydrochloride 

Downstream Products

• 97570-30-4 5-allyl-4,6-dichloro-2-aminopyrimidine 
• 97570-35-9 (+/-)-2-amino-3,4-dihydro-7-<(1α,2α,3β,4α)-2,3-dihydroxy-4-(hydroxymethyl)-1-cyclopentyl>-7H-pyrrolo<2,3-d>pyrimidin-4-one 
• 97643-11-3 (+/-)-2-amino-3,4-dihydro-7-<(1α,2α,3α,4α)-2,3-dihydroxy-4-(hydroxymethyl)-1-cyclopentyl>-7H-pyrrolo<2,3-d>pyrimidin-4-one 
• 99044-54-9 2-amino-7-benzyl-4-chloropyrrolo<2,3-d>pyrimidine 
• 99044-52-7 N⁴-Benzyl-6-chloro-5-(2,2-diethoxy-ethyl)-pyrimidine-2,4-diamine 
• 96080-37-4 2-amino-7-benzylpyrrolo<2,3-d>pyrimidin-4-one 
• 1380343-13-4 2-amino-4-chloro-7-(4-methoxy)benzyl-pyrrolidino[2,3-d]pyrimidine 
• 1380343-14-5 2-n-propylamino-4-chloro-7-(4-methoxy)benzyl-pyrrolidmo[2,3-d]pyrimidine 

Relevant articles and documents

Ultrasound-assisted rapid synthesis of 2-aminopyrimidine and barbituric acid derivatives

Novel, inexpensive, and relatively expeditious procedure to achieve the synthesis of different 2-aminopyrimidine and barbituric acid derivatives is presented here, starting from readily available compounds such as guanidine hydrochloride, urea, 1,3-dialkylurea, or thiourea. Under ultrasonic irradiation, base-driven (Na2CO3, NaOH, or NaOC2H5) heterocyclization reactions of the aforementioned substrates with diethyl malonate, diethyl-2-alkyl malonate, pentane-2,4-dione, or ethyl-3-oxobutanoate yielded corresponding products. Significant advantages of this sonochemical synthetic protocol with regard to the conventional thermal methods include easy reaction setup and work-up steps, reasonably mild conditions, shorter reaction times (～30 min) and comparably high product yields. The characterization of the synthesized compounds was based on melting points, FT-IR, GC-MS, 1H-NMR techniques, and the obtained data were also checked from the previously published studies.

5-Substituted 2-amino-4, 6-dihydroxypyrimidines and 2-amino-4, 6-dichloropyrimidines: Synthesis and inhibitory effects on immune-activated nitric oxide production

A series of 5-substituted 2-amino-4, 6-dihydr-oxypyrimidines were prepared by a modified condensation of the corresponding monosubstituted malonic acid diesters with guanidine in an excess of sodium ethoxide. The optimized procedure using Vilsmeier-Haack-Arnold reagent, followed by immediate deprotection of the (dimethylamino)methylene protecting groups, has been developed to convert the 2-amino-4, 6-dihydroxypyrimi-dine analogs to novel 5-substituted 2-amino-4, 6-dichloro-pyrimidines in high yields. Pilot screening for biological properties of the prepared compounds was done in mouse peritoneal cells using the in vitro nitric oxide (NO) assay. Irrespective of the substituent at the 5 position, 2-amino-4, 6-dichloropyrimidines inhibited immune-activated NO production. The most effective was 5-fluoro-2-amino-4, 6-dichloropyrimidine with an IC50 of 2 lM (higher activity than the most potent reference compound) while the IC50s of other derivatives were within the range of 9-36 μM. The 2-amino-4, 6-dihydroxypyrimidine counterparts were devoid of any NO-inhibitory activity. The compounds had no suppressive effects on the viability of cells. The Mechanism of action remains to be elucidated.

NOVEL COMPOUNDS AS RESPIRATORY STIMULANTS FOR TREATMENT OF BREATHING CONTROL DISORDERS OR DISEASES

The present invention includes compositions that are useful in the treatment of breathing control diseases or disorders in a subject in need thereof. The present invention also includes a method of treating a respiratory disease or disorder in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a pharmaceutical formulation of the invention, The present invention further includes a method of preventing destabilization or stabilizing breathing rhythm in a subject in need thereof, comprising administering to the subject a therapeutically effective amount of a pharmaceutical formulation of the invention.