Category: 69785-94-0

Pyrimidine derivatives. IV. 4 was written by Inoue, Shoji. And the article was included in Chemical & Pharmaceutical Bulletin in 1958.HPLC of Formula: 69785-94-0 This article mentions the following:

The 2,4-(HS)₂ derivative of 5-nitropyrimidine (I) (2 g.) (cf. Part II) in 40 cc. N NaOH reduced by stirring with Na₂S₂O₄ until the red color disappeared and then warmed 15 min. at 50鎺?yielded 1.2 g. 2,4-(HS)₂ derivative (II) of 5-aminopyrimidine (III), decompose above 270鎺? tri-Ac derivative, m. above 300鎺? II (2 g.) refluxed 5 hrs. on an oil bath with 60 cc. Ac₂O, excess reagent removed in vacuo, and the residue extracted with ether cyclized to 2 g. 2,5-Me(AcS) derivative of thiazolo[5,4-d]pyrimidine (IV), m. 135鎺? Hydrolysis of the residue from another 2 g. II with 10% NaOH in place of ether and acidification of the filtrate yielded 1.5 g. 2,5-Me(HS) derivative (V) of IV, decompose above 242鎺? identified as the 2,5-Me(EtS) derivative (VI) of IV, m. 56鎺?(from KOH and EtBr on V, identical with VIII of Part III). V (0.65 g.) in 20 cc. H₂O catalytically desulfurized by refluxing 3 hrs. with 5 g. Raney Ni in 5 cc. 25% NH₄OH and the concentrated filtrate from the mixture extracted with ether gave the 2-Me derivative of IV, m. 76-7鎺? II (1 g.) in 20 cc. C₅H₅N treated slowly with 8 cc. BzCl precipitated the tri-Bz derivative, but refluxing the mixture 3 hrs. in an oil bath, pouring on ice, and making alk. gave 2 g. 2,5-Ph(BzS) derivative of IV, m. 180-1鎺? which was hydrolyzed by heating 2-3 hrs. on a water bath with N NAOH, filtering, and acidifying to give 2,5-Ph(HS) derivative of IV, identified as was V by the 2,5-Ph(EtS) derivative of IV, m. 131鎺? or the 2,5-Ph(PhCH₂S) derivative of IV, m. 184鎺? II (0.5 g.) refluxed 15 hrs. with K methylxanthate (from 0.6 g. KOH in 4 cc. H₂O and 20 cc. MeOH shaken with 0.64 g. CS₂) and the mixture acidified gave crude 2,5-(HS)₂ derivative of IV, isolated and purified as the 2,5-(EtS)₂ derivative of IV (as was V), m. 69鎺? The 2,4-EtS(HO) derivative of III, prepared according to Boarland and McOmie (C.A. 48, 2072f), the H₂N group acylated to HCONH (or AcNH), the product refluxed 5 hrs. in an oil bath with 1.5 g. P₂S₅ and 10 cc. xylene, cooled, the solid left standing with 30 cc. 5% NH₄OH, and then extracted with ether gave the 5-EtS derivative of IV, m. 82鎺?[or the 2,5-Me(EtS) derivative of IV, m. 56鎺? identical with VI]. These last 2 ring closures probably proceed through the intermediate 2,4,5-EtS(HS)(RCSNH) derivative of pyrimidine by the liberation of H₂S. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0HPLC of Formula: 69785-94-0).

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. Drugs having the pyrimidine motif have manifested to exhibit gratifying biological activity like anticancer, antiviral, anti-inflammatory, antibacterial, and antihypertensive activities.HPLC of Formula: 69785-94-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Transformations of substituted 5-aminopyrimidines under conditions of diazotization was written by Nemeryuk, Michal P.;Sedov, Andrej L.;Safonova, Tamara S.;Cerny, Antonin;Krepelka, Jiri. And the article was included in Collection of Czechoslovak Chemical Communications in 1986.Computed Properties of C4H5N3O This article mentions the following:

Diazotization of aminopyrimidines I (R = H; R¹ = SMe, SCH₂Ph, OMe, H, OH; R² = OMe, Cl, OH, etc.) gave triazoles II (R³ = CO₂Me, COSMe, COSCH₂Ph, CONH₂, etc.). Under similar conditions diaminopyrimidines I [R = NH₂, R¹ = SCH₂C₆H₄R⁴-4 (R⁴ = NO₂, CO₂Et, CONHCHMe₂, H), R² = Me] gave pyrimidotriazine N-oxides III. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0Computed Properties of C4H5N3O).

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.Computed Properties of C4H5N3O

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Studies on 5H-pyrimidothiazines. Part I. Synthesis of 6- and 7-carboxyalkyl derivatives of 5H-pyrimido[4,5-b][1,4]thiazine was written by Duro, F.;Santagati, N. A.;Scapini, G.. And the article was included in Farmaco, Edizione Scientifica in 1978.Formula: C4H5N3O This article mentions the following:

Primidothiazines I (R = H, R¹ = CO₂Me; R = Me, Ph, R¹ = CO₂Et; R = CO₂Et, R¹ = H) were obtained by treating 4-mercapto-5-aminopyrimidine (II) with HCOCHClCO₂Me, AcCHClCO₂Et, BzCHClCO₂Et, or BrCH₂COCO₂Et resp. I (R = CO₂Et, R¹ = H) was hydrolyzed to the acid. Reaction of I (R = Ph, R¹ = CO₂Et) with N₂H₄ gave the pyrazolone III, which was cleaved by N₂H₄ to II and 3-phenyl-3-pyrazoline-5-one. Reaction of II with BzCHClCO₂Et in the presence of NaOMe gave the ester IV, which was hydrolyzed to the acid and cyclized by HOAc to 5H-pyrimido[4,5-b][1,4]thiazin-6(7H)-one. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0Formula: C4H5N3O).

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.Formula: C4H5N3O

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Pyrimidine derivatives. I. Synthesis of thiazolo[5,4-d]-pyrimidines and related compounds. 1 was written by Takahashi, Torizo;Naito, Takio;Inoue, Shoji. And the article was included in Chemical & Pharmaceutical Bulletin in 1958.Reference of 69785-94-0 This article mentions the following:

The title compounds were prepared as possible purine antagonists through derivatives of 4-thiocyano-5-nitropyrimidine (I) or 4-mercapto-5-aminopyrimidine (II) as intermediates. The 2,4-Cl₂ derivative (III) of 5-nitropyrimidine (IV) (1.94 g.) in 5 cc. AcOH stirred 15 min. at 10° with 0.97 g. KSCN and the mixture poured into ice water yielded 1.84 g. 2-Cl derivative (V) of I, m. 141° (C₆H₆). V (2 g.) in 10 cc. MeOH or EtOH refluxed 5 hrs. on a water bath gave unexpectedly 5-nitrouracil, m. above 300°. However, 5 g. V added below 10° to 100 cc. EtOH containing 1.2 g. Na, the mixture stirred 2 hrs., the EtOH distilled, the residue diluted with H₂O, and extracted with ether yielded from the extract 1.8-2.0 g. 2,4-(EtO)₂ derivative (VI) of IV containing 2 moles EtONa, m. 45° (also prepared from III with EtONa), and from the acidified aqueous layer 2-2.5 g. 2,4-(EtO)(HS) derivative (VII) of IV, m. 133°. Similarly, 1.1 g. V added to 30 cc. MeOH containing 0.25 g. Na at 0° yielded 0.75 g. 2,4-(MeO)₂ derivative (VIII) of IV, m. 95°. V (4.3 g.) in 60 cc. EtOH added dropwise at 0-5° to 1 mole EtSNa in 30 cc. EtOH gave after 2 hrs. at room temperature and concentration to 1/3 volume 2-(EtS) derivative (IX) of I, m. 131°. VI (3 g.) (or VIII) in 15 cc. AcOH heated 1 hr. at 60° on a water bath with 3 g. Fe powder, the filtrate from the mixture evaporated in vacuo, and the residue diluted with H₂O and extracted with ether yielded 2.1 g. 2,4-(EtO)₂ derivative of 5-aminopyrimidine (X), m. 64° [or the 2,4-(MeO)₂ derivative of X, m. 89°. IX (0.3 g.) similarly reduced with Fe and AcOH yielded through ring closure 0.24 g. 2,5-H₂N(EtS) derivative of thiazolo[5,4-d]-pyrimidine (XI), m. 123°; Ac derivative, m. 125-6°. VII (1.2 g.) in 5 cc. 10% NaOH stirred 15 min. at 50° with 5-7 g. Na₂S₂O₄, cooled, and extracted with AcOEt yielded 0.7 g. 2-EtO derivative of II, m. 127°, and this (0.2 g.) refluxed 2 hrs. with 5 cc. HCO₂H (or 5 cc. Ac₂O), excess reagent removed in vacuo, and the residue made alk. and extracted with ether was cyclized to 0.09 g. 5-EtO derivative (XII) of XI, m. 95° [or 0.1 g. 2-Me derivative (XIII) of XII, m. 93°]. VII (0.5 g.) refluxed 15 hrs. with K methylxanthate (from 0.32 g. CS₂ shaken with 0.3 g. KOH in 2 cc. H₂O and 10 cc. MeOH), the mixture concentrated on a water bath, diluted with 5 cc. H₂O, and neutralized with AcOH yielded 0.5 g. 2-HS derivative (XIV) of XII, m. about 234°, decompose above 280°. XIV (0.2 g.) refluxed 30 min. with 0.07 g. KOH in 15 cc. dilute EtOH and 0.11 g. EtBr (or 0.12 g. PhCH₂Br), the solvent removed, and the resulting oil extracted with ether yielded 0.19 g. 2-EtS derivative of XII, m. 66° [or (omitting the ether extraction) 0.22 g. 2-PhCH₂S derivative of XII, m. 102°]. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0Reference of 69785-94-0).

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. The pyrimidine derivatives can easily interact with enzymes, genetic materials, and bio components within the cell. As nucleotides in DNA and RNA, pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Reference of 69785-94-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Transformations of substituted 5-aminopyrimidines under conditions of diazotization was written by Nemeryuk, Michal P.;Sedov, Andrej L.;Safonova, Tamara S.;Cerny, Antonin;Krepelka, Jiri. And the article was included in Collection of Czechoslovak Chemical Communications in 1986.Computed Properties of C4H5N3O This article mentions the following:

Diazotization of aminopyrimidines I (R = H; R¹ = SMe, SCH₂Ph, OMe, H, OH; R² = OMe, Cl, OH, etc.) gave triazoles II (R³ = CO₂Me, COSMe, COSCH₂Ph, CONH₂, etc.). Under similar conditions diaminopyrimidines I [R = NH₂, R¹ = SCH₂C₆H₄R⁴-4 (R⁴ = NO₂, CO₂Et, CONHCHMe₂, H), R² = Me] gave pyrimidotriazine N-oxides III. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0Computed Properties of C4H5N3O).

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. The pyrimidine ring system has wide occurrence in nature as substituted and ring fused compounds and derivatives. For example, the neurotoxin tetrodotoxin is a pyrimidine derivative. It is found in a number of species including the Japanese puffer fish, the blue-ringed octopus, and the orange-bellied newt. Tetrodotoxin prevents the transmission of nerve signals and can result in paralysis and death.Computed Properties of C4H5N3O

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Studies on 5H-pyrimidothiazines. Part I. Synthesis of 6- and 7-carboxyalkyl derivatives of 5H-pyrimido[4,5-b][1,4]thiazine was written by Duro, F.;Santagati, N. A.;Scapini, G.. And the article was included in Farmaco, Edizione Scientifica in 1978.Formula: C4H5N3O This article mentions the following:

Primidothiazines I (R = H, R¹ = CO₂Me; R = Me, Ph, R¹ = CO₂Et; R = CO₂Et, R¹ = H) were obtained by treating 4-mercapto-5-aminopyrimidine (II) with HCOCHClCO₂Me, AcCHClCO₂Et, BzCHClCO₂Et, or BrCH₂COCO₂Et resp. I (R = CO₂Et, R¹ = H) was hydrolyzed to the acid. Reaction of I (R = Ph, R¹ = CO₂Et) with N₂H₄ gave the pyrazolone III, which was cleaved by N₂H₄ to II and 3-phenyl-3-pyrazoline-5-one. Reaction of II with BzCHClCO₂Et in the presence of NaOMe gave the ester IV, which was hydrolyzed to the acid and cyclized by HOAc to 5H-pyrimido[4,5-b][1,4]thiazin-6(7H)-one. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0Formula: C4H5N3O).

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. Pyrimidine is an aromatic heterocyclic organic compound similar to pyridine. Pyrimidine derivatives also play an important role in drug development, either in concert with other compounds or on their own.Formula: C4H5N3O

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia

Pyrimidine derivatives. I. Synthesis of thiazolo[5,4-d]-pyrimidines and related compounds. 1 was written by Takahashi, Torizo;Naito, Takio;Inoue, Shoji. And the article was included in Chemical & Pharmaceutical Bulletin in 1958.Reference of 69785-94-0 This article mentions the following:

The title compounds were prepared as possible purine antagonists through derivatives of 4-thiocyano-5-nitropyrimidine (I) or 4-mercapto-5-aminopyrimidine (II) as intermediates. The 2,4-Cl₂ derivative (III) of 5-nitropyrimidine (IV) (1.94 g.) in 5 cc. AcOH stirred 15 min. at 10° with 0.97 g. KSCN and the mixture poured into ice water yielded 1.84 g. 2-Cl derivative (V) of I, m. 141° (C₆H₆). V (2 g.) in 10 cc. MeOH or EtOH refluxed 5 hrs. on a water bath gave unexpectedly 5-nitrouracil, m. above 300°. However, 5 g. V added below 10° to 100 cc. EtOH containing 1.2 g. Na, the mixture stirred 2 hrs., the EtOH distilled, the residue diluted with H₂O, and extracted with ether yielded from the extract 1.8-2.0 g. 2,4-(EtO)₂ derivative (VI) of IV containing 2 moles EtONa, m. 45° (also prepared from III with EtONa), and from the acidified aqueous layer 2-2.5 g. 2,4-(EtO)(HS) derivative (VII) of IV, m. 133°. Similarly, 1.1 g. V added to 30 cc. MeOH containing 0.25 g. Na at 0° yielded 0.75 g. 2,4-(MeO)₂ derivative (VIII) of IV, m. 95°. V (4.3 g.) in 60 cc. EtOH added dropwise at 0-5° to 1 mole EtSNa in 30 cc. EtOH gave after 2 hrs. at room temperature and concentration to 1/3 volume 2-(EtS) derivative (IX) of I, m. 131°. VI (3 g.) (or VIII) in 15 cc. AcOH heated 1 hr. at 60° on a water bath with 3 g. Fe powder, the filtrate from the mixture evaporated in vacuo, and the residue diluted with H₂O and extracted with ether yielded 2.1 g. 2,4-(EtO)₂ derivative of 5-aminopyrimidine (X), m. 64° [or the 2,4-(MeO)₂ derivative of X, m. 89°. IX (0.3 g.) similarly reduced with Fe and AcOH yielded through ring closure 0.24 g. 2,5-H₂N(EtS) derivative of thiazolo[5,4-d]-pyrimidine (XI), m. 123°; Ac derivative, m. 125-6°. VII (1.2 g.) in 5 cc. 10% NaOH stirred 15 min. at 50° with 5-7 g. Na₂S₂O₄, cooled, and extracted with AcOEt yielded 0.7 g. 2-EtO derivative of II, m. 127°, and this (0.2 g.) refluxed 2 hrs. with 5 cc. HCO₂H (or 5 cc. Ac₂O), excess reagent removed in vacuo, and the residue made alk. and extracted with ether was cyclized to 0.09 g. 5-EtO derivative (XII) of XI, m. 95° [or 0.1 g. 2-Me derivative (XIII) of XII, m. 93°]. VII (0.5 g.) refluxed 15 hrs. with K methylxanthate (from 0.32 g. CS₂ shaken with 0.3 g. KOH in 2 cc. H₂O and 10 cc. MeOH), the mixture concentrated on a water bath, diluted with 5 cc. H₂O, and neutralized with AcOH yielded 0.5 g. 2-HS derivative (XIV) of XII, m. about 234°, decompose above 280°. XIV (0.2 g.) refluxed 30 min. with 0.07 g. KOH in 15 cc. dilute EtOH and 0.11 g. EtBr (or 0.12 g. PhCH₂Br), the solvent removed, and the resulting oil extracted with ether yielded 0.19 g. 2-EtS derivative of XII, m. 66° [or (omitting the ether extraction) 0.22 g. 2-PhCH₂S derivative of XII, m. 102°]. In the experiment, the researchers used many compounds, for example, 5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0Reference of 69785-94-0).

5-Aminopyrimidin-4(3H)-one (cas: 69785-94-0) belongs to pyrimidine derivatives. The pyrimidine derivatives can easily interact with enzymes, genetic materials, and bio components within the cell. As nucleotides in DNA and RNA, pyrimidine nucleotide derivatives have a wide range of biological applications. For example, pyrimidine derivatives are useful in DNA repair studies involving cancer and epigenetics.Reference of 69785-94-0

Referemce:
Pyrimidine | C4H4N2 – PubChem,
Pyrimidine – Wikipedia