16352-06-0

Basic information

• Product Name: 4-AMINO-6-METHYL-1,3,5-TRIAZIN-2-OL
• Synonyms: 2-AMINO-4-HYDROXY-6-METHYL-1,3,5-TRIAZINE;4-AMINO-6-METHYL-1,3,5-TRIAZIN-2-OL;4-Amino-6-methyl-1,3,5-triazin-2(1H)-one;2-AMINO-4-HYDROXY-6-METHYL-1,3,5-TRIAZINE TECH. 90%;4-Amino-6-methyl-1,3,5-triazin-2-ol, 4-Hydroxy-6-methyl-1,3,5-triazin-2-amine;1,3,5-Triazin-2(1H)-one, 4-aMino-6-Methyl-;Acetoguanide;IN-B 5528
• CAS NO: 16352-06-0
• Molecular Formula: C₄H₆N₄O
• Molecular Weight: 126.12
• EINECS: 200-589-5
• Mol File: 16352-06-0.mol

Chemical Properties

• Melting Point: >350
• Boiling Point: 233.3 °C at 760 mmHg
• Flash Point: 94.9 °C
• Appearance: /
• Density: 1.67 g/cm³
• Vapor Pressure: 0.0564mmHg at 25°C
• Refractive Index: 1.731
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• Solubility: Aqueous Acid (Slightly), Methanol (Slightly, Heated, Sonicated)
• PKA: 7.42±0.70(Predicted)
• CAS DataBase Reference: 4-AMINO-6-METHYL-1,3,5-TRIAZIN-2-OL(CAS DataBase Reference)
• NIST Chemistry Reference: 4-AMINO-6-METHYL-1,3,5-TRIAZIN-2-OL(16352-06-0)
• EPA Substance Registry System: 4-AMINO-6-METHYL-1,3,5-TRIAZIN-2-OL(16352-06-0)

Safety Data

• Hazard Codes: Xi
• Statements: 41
• Safety Statements: 26-39
• Hazardous Substances Data: 16352-06-0(Hazardous Substances Data)

Usage

Uses

Used in Agricultural Industry:
4-AMINO-6-METHYL-1,3,5-TRIAZIN-2-OL is used as a degradation product for [application reason] related to the agricultural industry, specifically in the context of herbicide use and its environmental impact. The application reason could be for understanding the environmental fate of the parent herbicide, Iodosulfuron, or for assessing its potential ecological risks.
Used in Chemical Research:
4-AMINO-6-METHYL-1,3,5-TRIAZIN-2-OL is used as a subject of study in chemical research for [application reason] to explore its properties, reactivity, and potential applications in various chemical processes. The application reason could be to understand its chemical behavior, to develop new synthetic routes, or to identify possible uses in different industries.

InChI:InChI=1/C4H6N4O/c1-2-6-3(5)8-4(9)7-2/h1H3,(H3,5,6,7,8,9)

Upstream product

• 63071-29-4 N¹-acetyl-N³-cyanoguanidine 
• 109826-48-4 acetylcarbamoyl-guanidine 
• 949-42-8 2,4-bis(trichloromethyl)-6-methyl-1,3,5-triazine 
• 108-24-7 acetic anhydride 
• 127099-85-8 N-Cyanoguanidine 
• 7664-41-7 ammonia 
• 1668-54-8 4-methoxy-6-methyl-1,3,5-triazin-2-amine 
• 7732-18-5 water 
• 82097-50-5 triasulfuron 
• 64-19-7 acetic acid 
• 10025-87-3 trichlorophosphate 
• 105330-91-4 2',3',5'-tri-O-benzoyl-6-methyl-5-azacytidine 
• 189129-04-2 C₃₀H₂₆N₄O₈ 
• 189129-08-6 C₃₀H₂₆N₄O₈ 

Downstream Products

• 100379-48-4 4-amino-6-(4-dimethylamino-trans-styryl)-1H-[1,3,5]triazin-2-one 
• 933-19-7 6-methyl-1,3,5-triazine-2,4(1H,3H)-dione 
• 1167545-66-5 4-[(8-methyl-2-phenylquinolin-3-yl)methoxy]-6-methyl-1,3,5-triazin-2-amine 
• 1167546-09-9 4-amino-6-methyl-1-[(8-methyl-2-phenylquinolin-3-yl)methyl]-1,3,5-triazin-2(1H)-one 
• 1228020-09-4 4-Methyl-6-(4-methyl-3-phenyl-quinolin-2-ylmethoxy)-[1,3,5]triazin-2-ylamine 

Relevant articles and documents

Kinetics and Hydrolysis Mechanism of Triasulfuron

The hydrolysis of the sulfonylurea herbicide triasulfuron [(2-(2-chloroethoxy)-N-[[4-methoxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl] benzenesulfonamide] was studied in aqueous buffers of pH values 2, 3, 4, 5, 6, 7, and 9. The reaction was of first-order and pH-dependent. Triasulfuron was more persistent in neutral or weakly basic than in acidic solution. Five metabolites have been isolated and identified. At all pH values studied, the primary pathway of degradation was the cleavage of the sulfonylurea bridge. However, minor degradation pathways have also been observed like O-demethylation and opening of the triazine ring. The product distribution was pH-dependent.

Simulated sunlight-induced photodegradations of triasulfuron and cinosulfuron in aqueous solutions

To elucidate the photochemical behavior of two sulfonylureas (cinosulfuron and triasulfuron) for which the chemical formulas are relatively close, their photodegradation was studied in water. All experiments were carried out under laboratory conditions using a xenon arc lamp as the source of radiation to simulate environmental conditions. Polychromatic quantum efficiencies were calculated to determine the photochemical pesticide lifetimes at pH 7, and a comparison with hydrolysis lifetimes has been performed. The results obtained showed clearly that at pH 7, photodegradation becomes a more important pathway than chemical degradation. HPLC-DAD was used to study the kinetics for both sulfonylureas and their photoproducts, whereas HPLC-MS (ESI in positive and negative modes) was used to identify photoproducts. These results suggest that the photodegradation of these two sulfonylureas proceeds via a number of reaction pathways: (1) cleavage of the sulfonylurea bridge; (2) desulfonylation, which can proceed either by a carbon-sulfur cleavage or a nitrogen-sulfur cleavage; (3) O-demethylation of methoxy moieties present on the triazine ring; and (4) O-dealkylation of benzene derivatives. In addition, it was found that the desulfonylation represented the main step and that it was wavelength dependent.

6-Methyl-5-azacytidine - Synthesis, conformational properties and biological activity. A comparison of molecular conformation with 5- azacytidine

The title compound was prepared by the isocyanate procedure and the trimethylsilyl method. The measurement of 1H NMR spectrum of 6-methyl-5- azacytidine (1) revealed a preference of γ(t) (46%) rotamer around C(5')- C(4') bond, a predominance of N conformation of the ribose ring (K(eq) 0.33) and a preference of syn conformation around the C-N glycosyl bond. An analogous measurement of 5-azacytidine has shown a preference of γ+ (60%) rotamer around the C(5')-C(4') bond, a predominance of N conformation of the fibose ring (K(eq) 0.41) and a preference of anti conformation around the C- N glycosyl bond 6-Methyl-5-azacytidine (1) inhibits the growth of bacteria E coli to the extent of 85% at 4000 μM concentration and the growth of LoVo/L, a human colon carcinoma cell line, to the extent of 30% at 100 μM concentration but did not inhibit L1210 cells at ≤ 100 μM concentration 6- Methyl-5-azacytidine (1) exhibited no in vitro antiviral activity at ≤ 1 μM concentration.