Category: 5472-46-8

Mizukami, Satoshi published the artcileRelation between pKa (H2O) of 5-substituted 4-amino-2-methylpyrimidines and half neutralization potential and the behavior of the compounds in nonaqueous solvents., Product Details of C8H11N3O2, the main research area is PYRIMIDINE SYSTEM; METHYLPYRIMIDINE SYSTEM; AMINOMETHYLPYRIMIDINE SYSTEM.

The half neutralization point (HNP) values and potentiometric inflections at the end point in potentiometric titrations were determined for 5-substituted 4-amino-2-methylpyrimidines (substituent = H, CH2OH, CH2NH2, CONH2, CO2Et, CO2H, CHO, or CN) in the following nonaqueous solvents: HOAc, HOAc-Me2CO, HOAc-MeCN, MeOH, EtOH, iso-PrOH, iso-PrOH-HOCH2CH2OH, Me2CO, MeCOEt, iso-BuCOMe, and MeCN. The determinations were effectively made in acidic and dipolar aprotic solvents. With some exceptions, there was a linear relation between the HNP values and the pKa (H2O) values, and between the HNP values and the Hammett σm. Deviations from these relations are discussed. Differential titration of a mixture of 5-hydroxy- and 5-formyl-4-amino-2-methylpyrimidines (I) in various solvents indicated that the power of a solvent to differentiate the mixture increased with increasing Hammett values; a dipolar aprotic solvent of low dielec. constant is recommended for titration of a mixture of the bases with HClO4. From the Hammett equation and uv spectra, these pyrimidines exist largely as the amino form in the solvents and in H2O; the true proton acceptor is the 1-position of the ring. Some abnormal results obtained with I and 5-(aminomethyl)-4-amino-2-methylpyrimidines (II) are explained by chem. reactions. II (0.15 g.) dissolved in 100 ml. Me2CO by warming at 40° or by standing 2 days gave 0.18 g.4-amino-5-(isopropylideneiminomethyl)-2-methylpyrimidine (III), leaflets, m. 151-2°. III (0.2 g.) heated 2 hrs. at 100° with 5 ml. 5% gave II.HCl and Me2CO. III (0.5 g.) in 15 ml. tetrahydrofuran treated slowly at room temperature with 0.5 g. LiAlH4, the mixture stirred 1.5 hrs., H2O added slowly to the cold mixture, and the mixture acidified with HCl gave 4-amino-5-(isopropylideneiminomethyl)-2-methyl-pyrimidine di-HCl (IV), decomposing at 284-5° (aqueous alc.). 4-Amino-5-(chloromethyl)-2-methylpyrimidine (1 g.), 3 g. (Me3)2CHNH2, and 20 ml. EtOH heated at 100° in a sealed tube 2 hrs., and the product in EtOH-Et2O treated with HCl gas gave 1.4 g. IV. A mixture of 1 g. I and 30 ml. absolute MeOH containing 4% dry HCl held 3 hrs. at room temperature and then basified with NaOMe gave 0.7 g. I di-Me acetal, m. 108.5-9° (MeOH); I di-Et acetal, m. 66-8°, was similarly prepared

Chemical & Pharmaceutical Bulletin published new progress about Ionization. 5472-46-8 belongs to class pyrimidines, name is Ethyl 4-amino-2-methylpyrimidine-5-carboxylate, and the molecular formula is C8H11N3O2, Product Details of C8H11N3O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Hirai, Eizo published the artcileBehavior of 4-amino-5-carboxy-2-methylpyrimidine in aqueous solution, Safety of Ethyl 4-amino-2-methylpyrimidine-5-carboxylate, the main research area is .

cf. CA 64, 17396e. MeI (4 ml.) added to 1 g. 4-amino-5-ethoxycarbonyl-2-methylpyrimidine in 10 ml. Me2CO, the mixture refluxed 1 hr., and the precipitate formed on cooling heated 1 hr. on a steam bath with 10 ml. 5% HI gave 0.6 g. hemihydrate of the 1-methyl betaine of 4-amino-5-carboxy-2-methylpyrimidine, decomposed 226-7° (aqueous alc.). The 1-methyl betaine of 2-aminonicotinic acid, decomposed 269-71°, and the 1-methyl betaine of 2-aminoisonicotinic acid were similarly prepared The basic ionization constants of 2-aminonicotinic acid (I) and 2-aminoisonicotinic acid (II) and of their Me and Et esters and 1-methyl betaines, and of 4-amino-5-carboxy-2-methylpyrimidine (III) and its Et ester and 1-methyl betaine were determined potentiometrically and spectrophotometrically. The basic pKa values of I and II were much lower than those calculated from the Hammett eq. I and II exist largely as zwitterions in H2O. On the basis of the uv absorption spectra of I-III as compared with those of the corresponding Et esters and 1-methyl betaines, I-III exist predominantly as zwitterions in H2O. An evaluation of the equilibrium constants between the zwitterion form and uncharged form in H2O for I and III from the Edsall and Blanchard equation (CA 27, 5233) is in agreement with this conclusion. Ir spectra of I-III in the solid state show that the compounds form an uncharged polymer linked by H bonding between the carboxyl and a nuclear N.

Chemical & Pharmaceutical Bulletin published new progress about Ionization. 5472-46-8 belongs to class pyrimidines, name is Ethyl 4-amino-2-methylpyrimidine-5-carboxylate, and the molecular formula is C8H11N3O2, Safety of Ethyl 4-amino-2-methylpyrimidine-5-carboxylate.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Mizukami, Satoshi published the artcileIonization constants of some 4,5-substituted 2-methylpyrimidines, SDS of cas: 5472-46-8, the main research area is .

An extension of the Hammett’s equation to pyrimidines is attempted. The basic ionization constants of 4,5-substituted 2-methylpyrimidines are determined potentiometrically or spectrophotometrically. The base strengths are proportional to σm (for 5-substituent) and σp (for 4-substituent) values. A method is developed for the use of the Hammett’s equation in the elucidation of the amino-imino tautomerism and the protonation equilibrium of 4-aminopyrimidines.

Journal of Organic Chemistry published new progress about Ionization. 5472-46-8 belongs to class pyrimidines, name is Ethyl 4-amino-2-methylpyrimidine-5-carboxylate, and the molecular formula is C8H11N3O2, SDS of cas: 5472-46-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Arnett, Edward M. published the artcileSolvent effects in organic chemistry. VIII. Acidity function failure in different aqueous acids, Formula: C8H11N3O2, the main research area is .

cf. CA 62, 13908d. Acidity functions (H0′, H0”’, and HR) are given for primary and tertiary aromatic amines and triarylcarbinols in aqueous HCl, H3PO4, and p-toluenesulfonic acids. In all of these media, and H2SO4, the order in which the acidity functions change with acid concentration is HR > HR’ > H0”’ > H0′. Using such functions as H0”’ – H0′ (i.e., log fB’fB”’H+/fB’H+fB”’) as a criterion of acidity function failure, it is found that these terms have a roughly linear relationship to the acid molarity in these media and in HClO4, but give variously shaped curves if plotted against log aH2O. The slopes of the linear Sechenov-like plots for (HR’ – H0′) in these acids fall in the order HClO4 > H2SO4 > HePO4 > HCl, suggesting that H2SO4 and HClO4 are the worst media of the four as far as acidity function failure is concerned. The importance of factors (such as size) other than ion hydration in determining activity coefficient and, hence, acidity functions is noted. It is suggested that the failure of rates of acid-catalyzed reactions to give linear plots of log k1 vs. H0 of unit slope be treated in a similar way. Plots of (log k1 + H0) vs. molarity of acid are linear over a fair range of acidity in conformity with the Sechenov-like equation log fSfBH+ /f*fB = constant × molarity. Aqueous solutions of p-toluenesulfonic acid give a medium in which H0′ and H0”’ are very close together and might be a useful one for acidity function work. However, the solutions are only weakly acidic compared to the mineral acids and present a very limited range of acidities.

Journal of the American Chemical Society published new progress about Acidity function. 5472-46-8 belongs to class pyrimidines, name is Ethyl 4-amino-2-methylpyrimidine-5-carboxylate, and the molecular formula is C8H11N3O2, Formula: C8H11N3O2.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Kala, Pruthu published the artcileDesign, Synthesis, and Anticancer Activity of Substituted Styryl Incorporated Quinazoline Derivatives, Application In Synthesis of 5472-46-8, the main research area is styryl pyrimidopyrimidine preparation diastereoselective human anticancer.

A novel series of substituted aryl ethynyl incorporated quinazolines has been synthesized. The products have been tested for their preliminary anticancer activity against human cancer cell lines like MCF-7 (human breast cancer), A549 (human lung cancer), DU-145 (human prostate cancer), and MDA MB-231 (human breast cancer). All the synthesized compounds showed good to excellent activity against tested cell lines.

Russian Journal of General Chemistry published new progress about Antitumor agents. 5472-46-8 belongs to class pyrimidines, name is Ethyl 4-amino-2-methylpyrimidine-5-carboxylate, and the molecular formula is C8H11N3O2, Application In Synthesis of 5472-46-8.

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia