[ CAS No. 16370-63-1 ] {[proInfo.proName]}

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2D 3D

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Quality Control of [ 16370-63-1 ]

COA NMR CNMR HPLC LC-MS

Related Doc. of [ 16370-63-1 ]

SDS Specification

Alternatived Products of [ 16370-63-1 ]

Product Details of [ 16370-63-1 ]

CAS No. :	16370-63-1	MDL No. :	MFCD00052765
Formula :	C₅H₈N₄O₂	Boiling Point :	No data available
Linear Structure Formula :	-	InChI Key :	KVHFZZUPCXCRIX-UHFFFAOYSA-N
M.W :	156.14	Pubchem ID :	27840
Synonyms :

Calculated chemistry of [ 16370-63-1 ] Expand+

Physicochemical Properties

Num. heavy atoms :	11
Num. arom. heavy atoms :	6
Fraction Csp3 :	0.4
Num. rotatable bonds :	2
Num. H-bond acceptors :	5.0
Num. H-bond donors :	1.0
Molar Refractivity :	37.22
TPSA :	83.15 ?2

Pharmacokinetics

GI absorption :	High
BBB permeant :	No
P-gp substrate :	No
CYP1A2 inhibitor :	No
CYP2C19 inhibitor :	No
CYP2C9 inhibitor :	No
CYP2D6 inhibitor :	No
CYP3A4 inhibitor :	No
Log Kp (skin permeation) :	-7.08 cm/s

Lipophilicity

Log Po/w (iLOGP) :	1.74
Log Po/w (XLOGP3) :	0.24
Log Po/w (WLOGP) :	-0.52
Log Po/w (MLOGP) :	-1.46
Log Po/w (SILICOS-IT) :	-0.26
Consensus Log Po/w :	-0.05

Druglikeness

Lipinski :	0.0
Ghose :	None
Veber :	0.0
Egan :	0.0
Muegge :	1.0
Bioavailability Score :	0.55

Water Solubility

Log S (ESOL) :	-1.23
Solubility :	9.17 mg/ml ; 0.0588 mol/l
Class :	Very soluble
Log S (Ali) :	-1.55
Solubility :	4.44 mg/ml ; 0.0284 mol/l
Class :	Very soluble
Log S (SILICOS-IT) :	-1.16
Solubility :	10.8 mg/ml ; 0.0689 mol/l
Class :	Soluble

Medicinal Chemistry

PAINS :	0.0 alert
Brenk :	0.0 alert
Leadlikeness :	1.0
Synthetic accessibility :	2.59

Safety of [ 16370-63-1 ]

Signal Word:	Warning	Class:
Precautionary Statements:	P261-P305+P351+P338	UN#:
Hazard Statements:	H315-H319-H335	Packing Group:
GHS Pictogram:

Application In Synthesis of [ 16370-63-1 ]

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

Upstream synthesis route of [ 16370-63-1 ]
Downstream synthetic route of [ 16370-63-1 ]

[ 16370-63-1 ] Synthesis Path-Upstream 1~8

1
[ 877-89-4 ]
[ 16370-63-1 ]

Yield	Reaction Conditions	Operation in experiment
86%	With ammonia In water at 25 - 51℃; for 2 h;	Example 3A Preparation of 2-amino-4,6-dimethoxy-1,3,5-triazine precursor A mixture of 10.1 g (0.059 mole) of 2,4,6-trimethoxy-1,3,5-triazine and water (100 mL) was stirred at 25° C. while 110 mL of 28percent aqueous ammonia was added. The mixture was held at 48-51° C. for two hours before it was cooled to 25° C. and the insoluble white crystals were removed. The product was washed with water and dried to give 7.84 g (86percent), mp 218-221° C. ¹H NMR (DMSO-d): 3.81 (s, 6H); 7.38 (s, 2H). ¹³C NMR (DMSO-d₆): 53.9, 169.0, 171.9.

Reference： [1] Patent: US6833454, 2004, B1, . Location in patent: Page column 6-7
[2] Chemische Berichte, 1886, vol. 19, p. 2072
[3] Chemische Berichte, 1870, vol. 3, p. 271

2
[ 108-77-0 ]
[ 16370-63-1 ]

Yield	Reaction Conditions	Operation in experiment
85.4%	With ammonia; sodium methylate In methanol; water; toluene	EXAMPLE 2 There is added to the atmosphere above the reaction mixture 5.1 g (0.299 moles) of ammonia gas over a 25 minute period at 20° to 40° C., to a mixture of 26.8 g (0.145 moles) of cyanuric chloride and 100 g of toluene. The mixture is cooled to 10° C. and 25 g of methanol is added. There is then added over a five minute period, 99.0 g of a 25percent solution of sodium methoxide to the resulting mixture causing it to reflux. The mixture is kept under reflux for 15 minutes; there is then added 100 g of water. A white solid is obtained after the mixture is filtered and washed with 50 g of water. After drying at 80° C. for several hours, 20.3 g of a white solid is obtained. Based on method of preparation, there is obtained an 85.4percent yield of 2-amino-4,6-dimethoxy-1,3,5-triazine (ADMT) based on cyanuric chloride.

Reference： [1] Patent: US5721364, 1998, A,

3
[ 74691-24-0 ]
[ 16370-63-1 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 331 - 342

4
[ 67-56-1 ]
[ 933-20-0 ]
[ 16370-63-1 ]

Reference： [1] Journal of the American Chemical Society, 1951, vol. 73, p. 2986,2989

5
[ 30805-07-3 ]
[ 16370-63-1 ]

Reference： [1] Bulletin of the Chemical Society of Japan, 1981, vol. 54, # 1, p. 305 - 306

6
[ 66030-89-5 ]
[ 16370-63-1 ]

Reference： [1] Journal of the Chemical Society, Perkin Transactions 1: Organic and Bio-Organic Chemistry (1972-1999), 1980, p. 331 - 342

7
[ 124-41-4 ]
[ 506-77-4 ]
[ 16370-63-1 ]
[ 877-89-4 ]

Reference： [1] Chemische Berichte, 1870, vol. 3, p. 271

8
[ 94593-91-6 ]
[ 16370-63-1 ]

Reference： [1] Journal of Agricultural and Food Chemistry, 2002, vol. 50, # 5, p. 1081 - 1088

[ 16370-63-1 ] Synthesis Path-Downstream 1~12

1
[ 67-56-1 ]
[ 933-20-0 ]
[ 16370-63-1 ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 2986,2989

2
[ 16370-63-1 ]
[ 141-43-5 ]
4-amino-6-(2-hydroxy-ethylamino)-1<i>H</i>-[1,3,5]triazin-2-one [ No CAS ]
[ 5606-19-9 ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 2992,2994 Anm.8

3
[ 16370-63-1 ]
[ 2372-45-4 ]
[ 71-36-3 ]
[ 30384-47-5 ]

Reference： [1]Journal of the American Chemical Society,1951,vol. 73,p. 2999,3003

4
[ 16370-63-1 ]
[ 4774-33-8 ]
N-(4,6-Dimethoxy-[1,3,5]triazin-2-yl)-formamide [ No CAS ]

Reference： [1]Heterocycles,1981,vol. 16,p. 2173 - 2176

5
[ 16370-63-1 ]
[ 100-52-7 ]
[ 762-04-9 ]
[(4,6-Dimethoxy-[1,3,5]triazin-2-ylamino)-phenyl-methyl]-phosphonic acid diethyl ester [ No CAS ]

Reference： [1]Journal of general chemistry of the USSR,1984,vol. 54,p. 688 - 691
Zhurnal Obshchei Khimii,1984,vol. 54,p. 775 - 779

6
[ 66030-89-5 ]
[ 16370-63-1 ]

Reference： [1]Journal of the Chemical Society. Perkin transactions I,1980,p. 331 - 342

7
[ 16370-63-1 ]
[ 917-61-3 ]
[ 104898-55-7 ]
methyl 2-[([(4,6-dimethoxy-1,3,5-triazin-2-yl)amino]carbonylamino)sulfonyl]-6-nitrobenzoate [ No CAS ]

Yield	Reaction Conditions	Operation in experiment
36%	With pyridine; In dichloromethane; acetonitrile; at 20 - 60℃; for 21.0h;molecular sieve;	At 55-60 C. and under argon, a solution of 5.0 g (17.9 mmol) of methyl 2-chlorosulfonyl-6-nitrobenzoate in 55 ml of dry dichloromethane is added dropwise over 2 h to a suspension of 2.79 g (17.9 mmol) of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong>, 1.28 g (19.7 mmol) of sodium cyanate, 1.45 ml (17.9 mmol) of pyridine and 500 mg of freshly activated molecular sieve (pore size 3 ) in 85 ml of dry acetonitrile. After 7 h of stirring at this temperature, the mixture is allowed to warm to room temperature. After a further 12 h, the reaction mixture is concentrated and the residue is suspended in 200 ml of water and adjusted to pH 10 using 2 N aqueous sodium hydroxide solution. The precipitated solid is filtered off with suction and the filtrate is extracted with ethyl acetate. The organic phase is separated off and the aqueous phase is adjusted to pH 1.5 using 3 N aqueous hydrochloric acid solution and stirred in an ice bath for 15 min. The precipitated solid is then filtered off with suction, washed first with water and then with methanol and dried under reduced pressure. This gives 2.88 g (36% of theory) of methyl 2-[([(4,6-dimethoxy-1,3,5-triazin-2-yl)amino]carbonylamino)sulfonyl]-6-nitrobenzoate of m.p. 185-195 C. (decomp.).

Reference： [1]Patent: US2004/176251,2004,A1 .Location in patent: Page 18; 31

8
[ 16370-63-1 ]
[ 25170-95-0 ]

Yield	Reaction Conditions	Operation in experiment
98%	With hydrazine; In water; at 25 - 125℃; for 3.0h;Heating / reflux;	Example 3B; Preparation of 2-amino-4,6-dihydrazino-1,3,5-triazine Percursor; 00025] A mixture of 8.1 g (0.052 mole) of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> and water (103 mL) was stirred at 25C. while 77 mL of hydrazine monohydrate was added The mixture was held at 120-125C. (slow reflux) for three hours. The mixture was cooled to 25C. and the insoluble white crystals were removed, washed first with water and then ethanol, and dried to give 8.0 g (98%), mp 290C., dec. NMR analysis indicated the product was very pure (no impurity peaks could be detected). 1H NMR (DMSO-d6): 4.05 (s, 4H); 6.22 (s, 2H); 7.63 (s, 2H). 13C NMR (DMSO-4): 166.3, 167.5.

Reference： [1]Patent: US6833454,2004,B1 .Location in patent: Page/Page column 7

9
[ 16370-63-1 ]
[ 1885-14-9 ]
[ 180088-54-4 ]

Yield	Reaction Conditions	Operation in experiment
	With pyridine; hydrogenchloride; In water;	Example (IV-1) 70 g (0.44 mol) of phenyl chloroformate are added dropwise with stirring to a mixture of 31 g (0.20 mol) of <strong>[16370-63-1]2-amino-4,6-dimethoxy-s-triazine</strong> and 100 ml of pyridine. The reaction mixture is stirred at 20 C. to 25 C. for about 15 hours and subsequently concentrated using water pump vacuum. The residue is taken up in water and then acidified using conc. hydrochloric acid. The resulting crystalline product is isolated by filtration with suction. This gives 74.2 g (91% of theory) of 2-(N,N-bis-phenoxycarbonyl-amino)-4,6-dimethoxy-s-triazine of melting point 125 C.

Reference： [1]Patent: US6451737,2002,B1

10
[ 102-09-0 ]
[ 16370-63-1 ]
[ 98320-74-2 ]

Yield	Reaction Conditions	Operation in experiment
	With hydrogenchloride; In N,N-dimethyl acetamide;	EXAMPLE 1 The Preparation of phenyl (4,6-dimethoxy-1,3,5-triazin-2-yl)carbamate Into 50 ml Erlenmeyer flask, were added <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> 2.00 g (0.0128 mole) and dry N,N-dimethylacetamide 18 ml and stirred in the suspended condition. To the suspended mixture, at the room temperature, was added 60% oily sodium hydride 0.51 g (0.0128 mole). The reaction mixture was homogeneous after vigorous evolution of hydrogen gas. A solution of diphenyl carbonate 2.74 g (0.0128 mole) and dry N,N-dimethylacetamide was subsequently added to the mixture under the water cooling during 10 minutes, and stirred for further 10 minutes. The reaction mixture was poured into 20 ml iced water containing 1.4 ml hydrogen chloride (35% aq soln). The precipitate was filtered off and wash with iced water and then petroleum ether. After being air-dried, the product was obtained. The obtained amount (yield of theory) and the physical property were showed hereinafter. 2.60 g (73.5% of theory) mp. 141-142 C. IR (KBr,cm-1) 3304, 1780, 1752, 1618, 1482 1390, 1360, 1290, 1192 NMR (CDCl3, delta) 4.0(6H, s, OCH3 *2)7.05-7.5(5H, m, Aromatic H) 8.28-8.7(1H, bs, NH)

Reference： [1]Patent: EP1209153,2002,A2 .Location in patent: Example 1
[2]Patent: US5380843,1995,A

11
[ 108-77-0 ]
[ 16370-63-1 ]

Yield	Reaction Conditions	Operation in experiment
85.4%	With ammonia; sodium methylate; In methanol; water; toluene;	EXAMPLE 2 There is added to the atmosphere above the reaction mixture 5.1 g (0.299 moles) of ammonia gas over a 25 minute period at 20 to 40 C., to a mixture of 26.8 g (0.145 moles) of cyanuric chloride and 100 g of toluene. The mixture is cooled to 10 C. and 25 g of methanol is added. There is then added over a five minute period, 99.0 g of a 25% solution of sodium methoxide to the resulting mixture causing it to reflux. The mixture is kept under reflux for 15 minutes; there is then added 100 g of water. A white solid is obtained after the mixture is filtered and washed with 50 g of water. After drying at 80 C. for several hours, 20.3 g of a white solid is obtained. Based on method of preparation, there is obtained an 85.4% yield of 2-amino-4,6-dimethoxy-1,3,5-triazine (ADMT) based on cyanuric chloride.

Reference： [1]Patent: US5721364,1998,A

12
[ 16370-63-1 ]
[ 120257-06-9 ]
[ 120257-05-8 ]

Yield	Reaction Conditions	Operation in experiment
	In dichloromethane; N,N-dimethyl-formamide; acetone;	EXAMPLE 2 beta-Methoxyethyl 6-fluoro-2-[[(4,6-dimethoxy-1,3,5-triazin-2-yl)aminocarbonyl]aminosulfonyl]benzoate 7.1 g of beta-methoxyethyl 6-fluoro-2-isocyanatosulfonylbenzoate in 20 ml of methylene chloride were added over 10 minutes at 25 C. to a stirred mixture of 4 g of <strong>[16370-63-1]2-amino-4,6-dimethoxy-1,3,5-triazine</strong> in 40 ml of DMF under nitrogen; the temperature rose to 32 C. After the mixture had been stirred for 14 hours at 25 C., the solvent was removed under reduced pressure and the residue was stirred with ether and twice with 3N HCL. It was then taken up in acetone, insoluble mater was separated off and the filtrate was concentrated to dryness. 7 g of the compound shown in the title, of melting point 179 C.-182 C. were obtained.

Reference： [1]Patent: US5104441,1992,A

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Technical Information

? Buchwald-Hartwig C-N Bond and C-O Bond Formation Reactions ? Chan-Lam Coupling Reaction ? Heat of Combustion ? Hydride Reductions ? Leuckart-Wallach Reaction ? Mannich Reaction ? Nomenclature of Ethers ? Petasis Reaction ? Preparation of Amines ? Preparation of Ethers ? Reactions of Amines ? Reactions of Ethers ? Specialized Acylation Reagents-Vilsmeier Reagent ? Ugi Reaction

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[ 16370-63-1 ]

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Ghs Precautionary Statements

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H205	May mass explode in fire
H220	Extremely flammable gas
H221	Flammable gas
H222	Extremely flammable aerosol
H223	Flammable aerosol
H224	Extremely flammable liquid and vapour
H225	Highly flammable liquid and vapour
H226	Flammable liquid and vapour
H227	Combustible liquid
H228	Flammable solid
H229	Pressurized container: may burst if heated
H230	May react explosively even in the absence of air
H231	May react explosively even in the absence of air at elevated pressure and/or temperature
H240	Heating may cause an explosion
H241	Heating may cause a fire or explosion
H242	Heating may cause a fire
H250	Catches fire spontaneously if exposed to air
H251	Self-heating; may catch fire
H252	Self-heating in large quantities; may catch fire
H260	In contact with water releases flammable gases which may ignite spontaneously
H261	In contact with water releases flammable gas
H270	May cause or intensify fire; oxidizer
H271	May cause fire or explosion; strong oxidizer
H272	May intensify fire; oxidizer
H280	Contains gas under pressure; may explode if heated
H281	Contains refrigerated gas; may cause cryogenic burns or injury
H290	May be corrosive to metals
Health hazards
Code	Phrase
H300	Fatal if swallowed
H301	Toxic if swallowed
H302	Harmful if swallowed
H303	May be harmful if swallowed
H304	May be fatal if swallowed and enters airways
H305	May be harmful if swallowed and enters airways
H310	Fatal in contact with skin
H311	Toxic in contact with skin
H312	Harmful in contact with skin
H313	May be harmful in contact with skin
H314	Causes severe skin burns and eye damage
H315	Causes skin irritation
H316	Causes mild skin irritation
H317	May cause an allergic skin reaction
H318	Causes serious eye damage
H319	Causes serious eye irritation
H320	Causes eye irritation
H330	Fatal if inhaled
H331	Toxic if inhaled
H332	Harmful if inhaled
H333	May be harmful if inhaled
H334	May cause allergy or asthma symptoms or breathing difficulties if inhaled
H335	May cause respiratory irritation
H336	May cause drowsiness or dizziness
H340	May cause genetic defects
H341	Suspected of causing genetic defects
H350	May cause cancer
H351	Suspected of causing cancer
H360	May damage fertility or the unborn child
H361	Suspected of damaging fertility or the unborn child
H361d	Suspected of damaging the unborn child
H362	May cause harm to breast-fed children
H370	Causes damage to organs
H371	May cause damage to organs
H372	Causes damage to organs through prolonged or repeated exposure
H373	May cause damage to organs through prolonged or repeated exposure
Environmental hazards
Code	Phrase
H400	Very toxic to aquatic life
H401	Toxic to aquatic life
H402	Harmful to aquatic life
H410	Very toxic to aquatic life with long-lasting effects
H411	Toxic to aquatic life with long-lasting effects
H412	Harmful to aquatic life with long-lasting effects
H413	May cause long-lasting harmful effects to aquatic life
H420	Harms public health and the environment by destroying ozone in the upper atmosphere

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[ CAS No. 16370-63-1 ] {[proInfo.proName]}

Quality Control of [ 16370-63-1 ]

Related Doc. of [ 16370-63-1 ]

Product Details of [ 16370-63-1 ]

Calculated chemistry of [ 16370-63-1 ] Expand+

Physicochemical Properties

Pharmacokinetics

Lipophilicity

Druglikeness

Water Solubility

Medicinal Chemistry

Safety of [ 16370-63-1 ]

Application In Synthesis of [ 16370-63-1 ]

[ 16370-63-1 ] Synthesis Path-Upstream 1~8

[ 16370-63-1 ] Synthesis Path-Downstream 1~12

Technical Information

Related Functional Groups of [ 16370-63-1 ]

Ethers

Amines

Related Parent Nucleus of [ 16370-63-1 ]

Triazines

Precautionary Statements-General

Prevention

Response

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Physical hazards

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Inquiry

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[ 16370-63-1 ]

Related Parent Nucleus of
[ 16370-63-1 ]