Category: 18232-91-2

In general, if the atoms that make up the ring contain heteroatoms, such rings become heterocycles, and organic compounds containing heterocycles are called heterocyclic compounds. An article called Pyridotriazoles and pyridoimidazoles. II. 4,5-Diamino-3-picoline and 3,4-diamino-2,6-lutidine derivatives, published in 1967, which mentions a compound: 18232-91-2, Name is 2-Chloro-5-methylpyridine-3,4-diamine, Molecular C6H8ClN3, SDS of cas: 18232-91-2.

A mixture of 3-methyl-4-aminopyridine in 120 ml. concentrated H2SO4 (d. 1.84) was treated portionwise, at 0°, with 48 ml. HNO3 (d. 1.52) and the mixture kept 1 hr. at room temperature, poured into 300 g. crushed ice, and neutralized with concentrated ammonia to pH 7 to give 32 g. 3-methyl-4-nitraminopyridine (I), m. 212° (H2O). When heated 5 hrs. at 50° and worked up as above, 30 g. I afforded 17.5 g. 3-methyl-4-amino-5-nitropyridine (II), m. 193° (H2O). Reduction of 3 g. II in 100 ml. AcOH with 6 g. powd. Fe, 45 min. at reflux temperature, followed by treatment with a few drops of aqueous HgCl2 and 3 g. Zn dust, neutralization with concentrated KOH, and extraction with Et2O gave 2 g. 3-methyl-4,5-diaminopyridine (III), m. 149° (C6H6-alc.); picrate m. 198°. A solution of 3 g. III in 25 ml. H2O and 1 ml. concentrated H2SO4 was diazotized at 0° with 2.8 g. NaNO2 in 20 ml. H2O and the mixture kept 1 hr. at room temperature, concentrated to the half its original volume, and neutralized with KHCO3 to give 2.4 g. 3-methyl-4,5-pyridotriazole (IV, X = H), m. 260° (H2O). When refluxed 6 hrs., concentrated in vacuo, diluted with 10 ml. H2O, neutralized with KHCO3 to pH 7, then evaporated to dryness, and extracted with absolute alc., a solution of 2 g. III and 4 ml. 100% freshly distilled HCO2H afforded 0.8 g. 3-methyl-4,5-pyridoimidazole (V, X = H), m. 255°. Similarly prepared were the following (compound, m.p., and % yield given): 2,4-dimethyl-4-nitraminopyridine, 206° (decomposition), 93.5; 2,6-dimethyl-3-nitro-4-aminopyridine, 126°, 47.5-78.8; 2,6-dimethyl-3,4-pyridotriazole (VI), 267°, 70; 2,6-dimethyl-3,4-pyridoimidazole (VII), 208°, 56; 3-methyl-6-chloro-4,5-pyridotriazole (IV, X = Cl) (VIII), above 320°, 72. Reduction of 3 g. II with 48 g. SnCl2 in 15 ml. concentrated HCl gave 4 g. 3-methyl-4,5-diamino-6-chloropyridine (IX), m. 157° (H2O). A solution of 1.5 g. IX and 3 ml. hydrazine hydrate in 25 ml. absolute alc. refluxed 3 hrs. afforded 1 g. 3-methyl-6-hydrazino-4,5-pyridotriazole (IV, X = NHNH2), m. 265° (H2O). IX (2 g.) in 4 ml. 100% HCO2H refluxed 6 hrs. and worked up as above gave 1.4 g. 3-methyl-6-hydroxy-4,5-pyridoimidazole (V, X = OH) (X), m. >320°. Heating 2 g. X in 10 ml. POCl3 3 hrs. on a steam bath afforded 1.4 g. 3-methyl-6-chloro-4,5-pyridoimidazole (V, X = Cl) (XI), m. 256° (H2O). When refluxed with hydrazine hydrate 2 g. XI yielded 63% 3-methyl-6-hydrazino-4,5-pyridoimidazole (V, X = NHNH2), m. 220°. Reduction of 2 g. 2,6-dimethyl-3-nitro-4-aminopyridine in 50 ml. hot AcOH with 4 g. Sn led to 1.1 g. 2,6-dimethyl-3,4-diaminopyridine, m. 181° (C6H6); picrate m. 215°.

Although many compounds look similar to this compound(18232-91-2)SDS of cas: 18232-91-2, numerous studies have shown that this compound(SMILES:NC1=C(N)C(C)=CN=C1Cl), has unique advantages. If you want to know more about similar compounds, you can read my other articles.

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Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Epoxy compounds usually have stronger nucleophilic ability, because the alkyl group on the oxygen atom makes the bond angle smaller, which makes the lone pair of electrons react more dissimilarly with the electron-deficient system. Compound: 2-Chloro-5-methylpyridine-3,4-diamine, is researched, Molecular C6H8ClN3, CAS is 18232-91-2, about The synthesis of anti-fixed 3-methyl-3-deaza-2′-deoxyadenosine and other 3H-imidazo[4,5-c]pyridine analogs.SDS of cas: 18232-91-2.

Rotation of a heterocyclic base around a glycosidic bond allows the formation of syn and anti conformations in nucleosides. The syn conformation has been observed primarily in purine-purine mismatches in DNA duplexes. Such mismatches give rise to false pos. oligonucleotide hybridization in DNA-based diagnostics. Here the authors describe the synthesis of an analog of 2′-deoxyadenosine that retains its Watson-Crick functional groups, but cannot form the syn conformation. In this analog, the N3 atom of 2′-deoxyadenosine is replaced by a C-CH3 group to give 7-methyl-1-β-D-deoxyribofuranosyl-1H-imidazo[4,5-c]pyridin-4-ylamine or 3-methyl-3-deaza-2′-deoxyadenosine (3mddA). This modification sterically prevents the syn conformation and 3mddA becomes an anti-fixed nucleoside analog of 2′-deoxyadenosine. The synthesis and conformational anal. of 3mddA and several analogs with an 3H-imidazo[4,5-c]pyridine skeleton are described, as well as their potential applications.

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Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Safety of 2-Chloro-5-methylpyridine-3,4-diamine. The fused heterocycle is formed by combining a benzene ring with a single heterocycle, or two or more single heterocycles. Compound: 2-Chloro-5-methylpyridine-3,4-diamine, is researched, Molecular C6H8ClN3, CAS is 18232-91-2, about Pyridotriazoles and pyridoimidazoles. II. 4,5-Diamino-3-picoline and 3,4-diamino-2,6-lutidine derivatives. Author is Brekiesz-Lewandowska, Barbara; Talik, Zofia.

A mixture of 3-methyl-4-aminopyridine in 120 ml. concentrated H2SO4 (d. 1.84) was treated portionwise, at 0°, with 48 ml. HNO3 (d. 1.52) and the mixture kept 1 hr. at room temperature, poured into 300 g. crushed ice, and neutralized with concentrated ammonia to pH 7 to give 32 g. 3-methyl-4-nitraminopyridine (I), m. 212° (H2O). When heated 5 hrs. at 50° and worked up as above, 30 g. I afforded 17.5 g. 3-methyl-4-amino-5-nitropyridine (II), m. 193° (H2O). Reduction of 3 g. II in 100 ml. AcOH with 6 g. powd. Fe, 45 min. at reflux temperature, followed by treatment with a few drops of aqueous HgCl2 and 3 g. Zn dust, neutralization with concentrated KOH, and extraction with Et2O gave 2 g. 3-methyl-4,5-diaminopyridine (III), m. 149° (C6H6-alc.); picrate m. 198°. A solution of 3 g. III in 25 ml. H2O and 1 ml. concentrated H2SO4 was diazotized at 0° with 2.8 g. NaNO2 in 20 ml. H2O and the mixture kept 1 hr. at room temperature, concentrated to the half its original volume, and neutralized with KHCO3 to give 2.4 g. 3-methyl-4,5-pyridotriazole (IV, X = H), m. 260° (H2O). When refluxed 6 hrs., concentrated in vacuo, diluted with 10 ml. H2O, neutralized with KHCO3 to pH 7, then evaporated to dryness, and extracted with absolute alc., a solution of 2 g. III and 4 ml. 100% freshly distilled HCO2H afforded 0.8 g. 3-methyl-4,5-pyridoimidazole (V, X = H), m. 255°. Similarly prepared were the following (compound, m.p., and % yield given): 2,4-dimethyl-4-nitraminopyridine, 206° (decomposition), 93.5; 2,6-dimethyl-3-nitro-4-aminopyridine, 126°, 47.5-78.8; 2,6-dimethyl-3,4-pyridotriazole (VI), 267°, 70; 2,6-dimethyl-3,4-pyridoimidazole (VII), 208°, 56; 3-methyl-6-chloro-4,5-pyridotriazole (IV, X = Cl) (VIII), above 320°, 72. Reduction of 3 g. II with 48 g. SnCl2 in 15 ml. concentrated HCl gave 4 g. 3-methyl-4,5-diamino-6-chloropyridine (IX), m. 157° (H2O). A solution of 1.5 g. IX and 3 ml. hydrazine hydrate in 25 ml. absolute alc. refluxed 3 hrs. afforded 1 g. 3-methyl-6-hydrazino-4,5-pyridotriazole (IV, X = NHNH2), m. 265° (H2O). IX (2 g.) in 4 ml. 100% HCO2H refluxed 6 hrs. and worked up as above gave 1.4 g. 3-methyl-6-hydroxy-4,5-pyridoimidazole (V, X = OH) (X), m. >320°. Heating 2 g. X in 10 ml. POCl3 3 hrs. on a steam bath afforded 1.4 g. 3-methyl-6-chloro-4,5-pyridoimidazole (V, X = Cl) (XI), m. 256° (H2O). When refluxed with hydrazine hydrate 2 g. XI yielded 63% 3-methyl-6-hydrazino-4,5-pyridoimidazole (V, X = NHNH2), m. 220°. Reduction of 2 g. 2,6-dimethyl-3-nitro-4-aminopyridine in 50 ml. hot AcOH with 4 g. Sn led to 1.1 g. 2,6-dimethyl-3,4-diaminopyridine, m. 181° (C6H6); picrate m. 215°.

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Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

The chemical properties of alicyclic heterocycles are similar to those of the corresponding chain compounds. Compound: 2-Chloro-5-methylpyridine-3,4-diamine, is researched, Molecular C6H8ClN3, CAS is 18232-91-2, about Design, synthesis, and evaluation of imidazo[4,5-c]pyridin-4-one derivatives with dual activity at angiotensin II type 1 receptor and peroxisome proliferator-activated receptor-γ, the main research direction is imidazopyridinone preparation angiotensin antagonist; ppar gamma imidazopyridinone preparation partial agonist.Name: 2-Chloro-5-methylpyridine-3,4-diamine.

Identification of a series of imidazo[4,5-c]pyridin-4-one derivatives, e.g., I and II, that act as dual angiotensin II type 1 (AT1) receptor antagonists and peroxisome proliferator-activated receptor-γ (PPARγ) partial agonists is described. Starting from a known AT1 antagonist template, conformational restriction was introduced by incorporation of an indane ring that when combined with appropriate substitution at the imidazo[4,5-c]pyridin-4-one provided a novel series possessing the desired dual activity. The mode of interaction of this series with PPARγ was corroborated through the X-ray crystal structure of I bound to the human PPARγ ligand binding domain. Modulation of activity at both receptors through substitution at the pyridone nitrogen led to the identification of potent dual AT1 antagonists/PPARγ partial agonists. Among them, II was identified possessing potent dual pharmacol. (AT1 IC50 = 7 nM; PPARγ EC50 = 295 nM, 27% max) and good ADME properties.

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Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Most of the compounds have physiologically active properties, and their biological properties are often attributed to the heteroatoms contained in their molecules, and most of these heteroatoms also appear in cyclic structures. A Journal, Article, Bioorganic & Medicinal Chemistry Letters called Design, synthesis, and evaluation of imidazo[4,5-c]pyridin-4-one derivatives with dual activity at angiotensin II type 1 receptor and peroxisome proliferator-activated receptor-γ, Author is Casimiro-Garcia, Agustin; Heemstra, Ronald J.; Bigge, Christopher F.; Chen, Jing; Ciske, Fred A.; Davis, Jo Ann; Ellis, Teresa; Esmaeil, Nadia; Flynn, Declan; Han, Seungil; Jalaie, Mehran; Ohren, Jeffrey F.; Powell, Noel A., which mentions a compound: 18232-91-2, SMILESS is NC1=C(N)C(C)=CN=C1Cl, Molecular C6H8ClN3, Related Products of 18232-91-2.

Identification of a series of imidazo[4,5-c]pyridin-4-one derivatives, e.g., I and II, that act as dual angiotensin II type 1 (AT1) receptor antagonists and peroxisome proliferator-activated receptor-γ (PPARγ) partial agonists is described. Starting from a known AT1 antagonist template, conformational restriction was introduced by incorporation of an indane ring that when combined with appropriate substitution at the imidazo[4,5-c]pyridin-4-one provided a novel series possessing the desired dual activity. The mode of interaction of this series with PPARγ was corroborated through the X-ray crystal structure of I bound to the human PPARγ ligand binding domain. Modulation of activity at both receptors through substitution at the pyridone nitrogen led to the identification of potent dual AT1 antagonists/PPARγ partial agonists. Among them, II was identified possessing potent dual pharmacol. (AT1 IC50 = 7 nM; PPARγ EC50 = 295 nM, 27% max) and good ADME properties.

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Reference:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Name: 2-Chloro-5-methylpyridine-3,4-diamine. So far, in addition to halogen atoms, other non-metallic atoms can become part of the aromatic heterocycle, and the target ring system is still aromatic. Compound: 2-Chloro-5-methylpyridine-3,4-diamine, is researched, Molecular C6H8ClN3, CAS is 18232-91-2, about Pyridotriazoles and pyridoimidazoles. II. 4,5-Diamino-3-picoline and 3,4-diamino-2,6-lutidine derivatives.

A mixture of 3-methyl-4-aminopyridine in 120 ml. concentrated H2SO4 (d. 1.84) was treated portionwise, at 0°, with 48 ml. HNO3 (d. 1.52) and the mixture kept 1 hr. at room temperature, poured into 300 g. crushed ice, and neutralized with concentrated ammonia to pH 7 to give 32 g. 3-methyl-4-nitraminopyridine (I), m. 212° (H2O). When heated 5 hrs. at 50° and worked up as above, 30 g. I afforded 17.5 g. 3-methyl-4-amino-5-nitropyridine (II), m. 193° (H2O). Reduction of 3 g. II in 100 ml. AcOH with 6 g. powd. Fe, 45 min. at reflux temperature, followed by treatment with a few drops of aqueous HgCl2 and 3 g. Zn dust, neutralization with concentrated KOH, and extraction with Et2O gave 2 g. 3-methyl-4,5-diaminopyridine (III), m. 149° (C6H6-alc.); picrate m. 198°. A solution of 3 g. III in 25 ml. H2O and 1 ml. concentrated H2SO4 was diazotized at 0° with 2.8 g. NaNO2 in 20 ml. H2O and the mixture kept 1 hr. at room temperature, concentrated to the half its original volume, and neutralized with KHCO3 to give 2.4 g. 3-methyl-4,5-pyridotriazole (IV, X = H), m. 260° (H2O). When refluxed 6 hrs., concentrated in vacuo, diluted with 10 ml. H2O, neutralized with KHCO3 to pH 7, then evaporated to dryness, and extracted with absolute alc., a solution of 2 g. III and 4 ml. 100% freshly distilled HCO2H afforded 0.8 g. 3-methyl-4,5-pyridoimidazole (V, X = H), m. 255°. Similarly prepared were the following (compound, m.p., and % yield given): 2,4-dimethyl-4-nitraminopyridine, 206° (decomposition), 93.5; 2,6-dimethyl-3-nitro-4-aminopyridine, 126°, 47.5-78.8; 2,6-dimethyl-3,4-pyridotriazole (VI), 267°, 70; 2,6-dimethyl-3,4-pyridoimidazole (VII), 208°, 56; 3-methyl-6-chloro-4,5-pyridotriazole (IV, X = Cl) (VIII), above 320°, 72. Reduction of 3 g. II with 48 g. SnCl2 in 15 ml. concentrated HCl gave 4 g. 3-methyl-4,5-diamino-6-chloropyridine (IX), m. 157° (H2O). A solution of 1.5 g. IX and 3 ml. hydrazine hydrate in 25 ml. absolute alc. refluxed 3 hrs. afforded 1 g. 3-methyl-6-hydrazino-4,5-pyridotriazole (IV, X = NHNH2), m. 265° (H2O). IX (2 g.) in 4 ml. 100% HCO2H refluxed 6 hrs. and worked up as above gave 1.4 g. 3-methyl-6-hydroxy-4,5-pyridoimidazole (V, X = OH) (X), m. >320°. Heating 2 g. X in 10 ml. POCl3 3 hrs. on a steam bath afforded 1.4 g. 3-methyl-6-chloro-4,5-pyridoimidazole (V, X = Cl) (XI), m. 256° (H2O). When refluxed with hydrazine hydrate 2 g. XI yielded 63% 3-methyl-6-hydrazino-4,5-pyridoimidazole (V, X = NHNH2), m. 220°. Reduction of 2 g. 2,6-dimethyl-3-nitro-4-aminopyridine in 50 ml. hot AcOH with 4 g. Sn led to 1.1 g. 2,6-dimethyl-3,4-diaminopyridine, m. 181° (C6H6); picrate m. 215°.

In some applications, this compound(18232-91-2)Name: 2-Chloro-5-methylpyridine-3,4-diamine is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

Formula: C6H8ClN3. The mechanism of aromatic electrophilic substitution of aromatic heterocycles is consistent with that of benzene. Compound: 2-Chloro-5-methylpyridine-3,4-diamine, is researched, Molecular C6H8ClN3, CAS is 18232-91-2, about The synthesis of anti-fixed 3-methyl-3-deaza-2′-deoxyadenosine and other 3H-imidazo[4,5-c]pyridine analogs. Author is Irani, Rostem J.; SantaLucia, John Jr..

Rotation of a heterocyclic base around a glycosidic bond allows the formation of syn and anti conformations in nucleosides. The syn conformation has been observed primarily in purine-purine mismatches in DNA duplexes. Such mismatches give rise to false pos. oligonucleotide hybridization in DNA-based diagnostics. Here the authors describe the synthesis of an analog of 2′-deoxyadenosine that retains its Watson-Crick functional groups, but cannot form the syn conformation. In this analog, the N3 atom of 2′-deoxyadenosine is replaced by a C-CH3 group to give 7-methyl-1-β-D-deoxyribofuranosyl-1H-imidazo[4,5-c]pyridin-4-ylamine or 3-methyl-3-deaza-2′-deoxyadenosine (3mddA). This modification sterically prevents the syn conformation and 3mddA becomes an anti-fixed nucleoside analog of 2′-deoxyadenosine. The synthesis and conformational anal. of 3mddA and several analogs with an 3H-imidazo[4,5-c]pyridine skeleton are described, as well as their potential applications.

In some applications, this compound(18232-91-2)Formula: C6H8ClN3 is unique.If you want to know more details about this compound, you can contact with the author or consult more relevant literature.

Reference:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica

In organic chemistry, atoms other than carbon and hydrogen are generally referred to as heteroatoms. The most common heteroatoms are nitrogen, oxygen and sulfur. Now I present to you an article called Pyridotriazoles and pyridoimidazoles. II. 4,5-Diamino-3-picoline and 3,4-diamino-2,6-lutidine derivatives, published in 1967, which mentions a compound: 18232-91-2, mainly applied to pyridotriazoles; pyridoimidazoles; triazoles pyrido; imidazoles pyrido, Quality Control of 2-Chloro-5-methylpyridine-3,4-diamine.

A mixture of 3-methyl-4-aminopyridine in 120 ml. concentrated H2SO4 (d. 1.84) was treated portionwise, at 0°, with 48 ml. HNO3 (d. 1.52) and the mixture kept 1 hr. at room temperature, poured into 300 g. crushed ice, and neutralized with concentrated ammonia to pH 7 to give 32 g. 3-methyl-4-nitraminopyridine (I), m. 212° (H2O). When heated 5 hrs. at 50° and worked up as above, 30 g. I afforded 17.5 g. 3-methyl-4-amino-5-nitropyridine (II), m. 193° (H2O). Reduction of 3 g. II in 100 ml. AcOH with 6 g. powd. Fe, 45 min. at reflux temperature, followed by treatment with a few drops of aqueous HgCl2 and 3 g. Zn dust, neutralization with concentrated KOH, and extraction with Et2O gave 2 g. 3-methyl-4,5-diaminopyridine (III), m. 149° (C6H6-alc.); picrate m. 198°. A solution of 3 g. III in 25 ml. H2O and 1 ml. concentrated H2SO4 was diazotized at 0° with 2.8 g. NaNO2 in 20 ml. H2O and the mixture kept 1 hr. at room temperature, concentrated to the half its original volume, and neutralized with KHCO3 to give 2.4 g. 3-methyl-4,5-pyridotriazole (IV, X = H), m. 260° (H2O). When refluxed 6 hrs., concentrated in vacuo, diluted with 10 ml. H2O, neutralized with KHCO3 to pH 7, then evaporated to dryness, and extracted with absolute alc., a solution of 2 g. III and 4 ml. 100% freshly distilled HCO2H afforded 0.8 g. 3-methyl-4,5-pyridoimidazole (V, X = H), m. 255°. Similarly prepared were the following (compound, m.p., and % yield given): 2,4-dimethyl-4-nitraminopyridine, 206° (decomposition), 93.5; 2,6-dimethyl-3-nitro-4-aminopyridine, 126°, 47.5-78.8; 2,6-dimethyl-3,4-pyridotriazole (VI), 267°, 70; 2,6-dimethyl-3,4-pyridoimidazole (VII), 208°, 56; 3-methyl-6-chloro-4,5-pyridotriazole (IV, X = Cl) (VIII), above 320°, 72. Reduction of 3 g. II with 48 g. SnCl2 in 15 ml. concentrated HCl gave 4 g. 3-methyl-4,5-diamino-6-chloropyridine (IX), m. 157° (H2O). A solution of 1.5 g. IX and 3 ml. hydrazine hydrate in 25 ml. absolute alc. refluxed 3 hrs. afforded 1 g. 3-methyl-6-hydrazino-4,5-pyridotriazole (IV, X = NHNH2), m. 265° (H2O). IX (2 g.) in 4 ml. 100% HCO2H refluxed 6 hrs. and worked up as above gave 1.4 g. 3-methyl-6-hydroxy-4,5-pyridoimidazole (V, X = OH) (X), m. >320°. Heating 2 g. X in 10 ml. POCl3 3 hrs. on a steam bath afforded 1.4 g. 3-methyl-6-chloro-4,5-pyridoimidazole (V, X = Cl) (XI), m. 256° (H2O). When refluxed with hydrazine hydrate 2 g. XI yielded 63% 3-methyl-6-hydrazino-4,5-pyridoimidazole (V, X = NHNH2), m. 220°. Reduction of 2 g. 2,6-dimethyl-3-nitro-4-aminopyridine in 50 ml. hot AcOH with 4 g. Sn led to 1.1 g. 2,6-dimethyl-3,4-diaminopyridine, m. 181° (C6H6); picrate m. 215°.

If you want to learn more about this compound(2-Chloro-5-methylpyridine-3,4-diamine)Quality Control of 2-Chloro-5-methylpyridine-3,4-diamine, you may wish to communicate with the author of the article,or consult the relevant literature related to this compound(18232-91-2).

Reference:
Thiazole | C3H3NS – PubChem,
Thiazole | chemical compound | Britannica