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933-20-0 Usage

Chemical Properties

White Crystalline Solid

Uses

An aromatic intermediate compound, 2-Amino-4,6-dichlorotriazine can be useful for the preparation of substituted melamine, ammelides, and ammelines.

Check Digit Verification of cas no

The CAS Registry Mumber 933-20-0 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 9,3 and 3 respectively; the second part has 2 digits, 2 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 933-20:
(5*9)+(4*3)+(3*3)+(2*2)+(1*0)=70
70 % 10 = 0
So 933-20-0 is a valid CAS Registry Number.
InChI:InChI=1/C3H4Cl2N4/c4-2-1-3(5)8-9(6)7-2/h1,7H,6H2

933-20-0 Well-known Company Product Price

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  • Aldrich

  • (711551)  2-Amino-4,6-dichloro-1,3,5-triazine  ≥96%

  • 933-20-0

  • 711551-1G

  • 1,014.39CNY

  • Detail
  • Aldrich

  • (711551)  2-Amino-4,6-dichloro-1,3,5-triazine  ≥96%

  • 933-20-0

  • 711551-5G

  • 4,068.09CNY

  • Detail

933-20-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name 4,6-Dichloro-1,3,5-triazin-2-amine

1.2 Other means of identification

Product number -
Other names 4,6-dichloro-1,3,5-triazin-2-amine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:933-20-0 SDS

933-20-0Synthetic route

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

Conditions
ConditionsYield
With ammonium hydroxide In dichloromethane at 22 - 26℃;99%
With ammonium hydroxide In water; acetone at 0 - 5℃; for 0.5h;95%
With ammonia In water; acetone at 0℃; Heating;93%
1,4-dioxane
123-91-1

1,4-dioxane

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

monoethylene glycol diethyl ether
629-14-1

monoethylene glycol diethyl ether

ammonia
7664-41-7

ammonia

4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

Conditions
ConditionsYield
at 5 - 8℃;
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

ammonia
7664-41-7

ammonia

acetone
67-64-1

acetone

4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

Conditions
ConditionsYield
at -40 - 0℃;
ammonium hydroxide
1336-21-6

ammonium hydroxide

1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

Conditions
ConditionsYield
In water2.84 g, (86%)
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

A

4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

B

2-Chloro-4,6-diamino-1,3,5-triazine
3397-62-4

2-Chloro-4,6-diamino-1,3,5-triazine

Conditions
ConditionsYield
With ammonia In diethyl ether 0°C;
propylamine
107-10-8

propylamine

4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

6-chloro-N4-propyl-1,3,5-triazine-2,4-diamine
37019-16-2

6-chloro-N4-propyl-1,3,5-triazine-2,4-diamine

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 0 - 50℃; for 1.5h;100%
With sodium hydroxide In water; acetone at 0 - 20℃;76%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

butan-1-ol
71-36-3

butan-1-ol

4-butoxy-6-chloro-1,3,5-triazin-2-amine

4-butoxy-6-chloro-1,3,5-triazin-2-amine

Conditions
ConditionsYield
Stage #1: butan-1-ol With sodium hydride In tetrahydrofuran; mineral oil at 0℃; for 5h; Inert atmosphere; Reflux;
Stage #2: 4,6-dichloro-1,3,5-triazin-2-amine In tetrahydrofuran; mineral oil at -78 - 25℃; Inert atmosphere;
99%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

C10H10Cl2NO2(1-)*Li(1+)

C10H10Cl2NO2(1-)*Li(1+)

3-[(4-amino-6-chloro-[1,3,5]triazin-2-yl)-(3,4-dichlorobenzyl)amino]propionic acid
849615-91-4

3-[(4-amino-6-chloro-[1,3,5]triazin-2-yl)-(3,4-dichlorobenzyl)amino]propionic acid

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃;95%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

recorcinol
108-46-3

recorcinol

4-[4-amino-6-(2,4-dihydroxyphenyl)-1,3,5-triazin-2-yl]benzene-1,3-diol
1853-72-1

4-[4-amino-6-(2,4-dihydroxyphenyl)-1,3,5-triazin-2-yl]benzene-1,3-diol

Conditions
ConditionsYield
Stage #1: 4,6-dichloro-1,3,5-triazin-2-amine With aluminum (III) chloride In 1,2-dichloro-benzene at 50℃; for 0.25h;
Stage #2: recorcinol In 1,2-dichloro-benzene at 50 - 100℃; for 2h;
94.7%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

N-butylamine
109-73-9

N-butylamine

desethylterbuthylazine
37019-19-5

desethylterbuthylazine

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 0 - 20℃;94%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

benzylamine
100-46-9

benzylamine

N-benzyl-6-chloro-[1,3,5]triazine-2,4-diamine
189250-15-5

N-benzyl-6-chloro-[1,3,5]triazine-2,4-diamine

Conditions
ConditionsYield
In 1,4-dioxane for 1h; Reflux;94%
With potassium carbonate In 1,4-dioxane Reflux;
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

triisopropyl phosphite
116-17-6

triisopropyl phosphite

tetraisopropyl 6-amino-1,3,5-triazine-2,4-diyldiphosphonate
154806-63-0

tetraisopropyl 6-amino-1,3,5-triazine-2,4-diyldiphosphonate

Conditions
ConditionsYield
at 150℃; for 0.166667h; Michaelis-Arbuzov reaction; Inert atmosphere; Microwave irradiation; Closed vessel;93%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

methylamine
74-89-5

methylamine

N2-methyl-2,4-diamino-6-chloro-[1,3,5]triazine
5425-82-1

N2-methyl-2,4-diamino-6-chloro-[1,3,5]triazine

Conditions
ConditionsYield
With sodium hydroxide In water at 0 - 20℃; for 2h;92%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

dimethyl amine
124-40-3

dimethyl amine

2-amino-4,6-bis(dimethylamino)-1,3,5-triazine
2827-47-6

2-amino-4,6-bis(dimethylamino)-1,3,5-triazine

Conditions
ConditionsYield
With sodium hydroxide In water for 2h; Reflux;92%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

propan-1-ol-3-amine
156-87-6

propan-1-ol-3-amine

N2-hydroxypropy-6-chloro-2,4-diamino-[1,3,5]-triazine
1147548-17-1

N2-hydroxypropy-6-chloro-2,4-diamino-[1,3,5]-triazine

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at -20 - 20℃;91%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

n-Dodecylamine
124-22-1

n-Dodecylamine

4-Amino-2,6-didodecylamino-1,3,5-triazine

4-Amino-2,6-didodecylamino-1,3,5-triazine

Conditions
ConditionsYield
With sodium hydrogencarbonate In 1,4-dioxane for 24h; Heating;90%
With sodium hydrogencarbonate In 1,4-dioxane at 100℃; for 24h;
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

4-tert-butylphenylboronic acid
123324-71-0

4-tert-butylphenylboronic acid

4,6-bis(4-tert-butylphenyl)-1,3,5-triazin-2-amine

4,6-bis(4-tert-butylphenyl)-1,3,5-triazin-2-amine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 12h; Inert atmosphere;90%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

phenylboronic acid
98-80-6

phenylboronic acid

4,6-diphenyl-[1,3,5]triazin-2-ylamine
5418-07-5

4,6-diphenyl-[1,3,5]triazin-2-ylamine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 12h; Inert atmosphere;90%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

4-amino-1-ethyl-1H-pyrrole-2-carbonitrile

4-amino-1-ethyl-1H-pyrrole-2-carbonitrile

4-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]-1-ethyl-1H-pyrrole-2-carbonitrile

4-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]-1-ethyl-1H-pyrrole-2-carbonitrile

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; for 1h;89%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

4-amino-1-isopropyl-1H-pyrrole-2-carbonitrile

4-amino-1-isopropyl-1H-pyrrole-2-carbonitrile

4-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]-1-isopropyl-1H-pyrrole-2-carbonitrile

4-[(4-amino-6-chloro-1,3,5-triazin-2-yl)amino]-1-isopropyl-1H-pyrrole-2-carbonitrile

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In tetrahydrofuran at 0℃; for 1h;89%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

(2S,5S)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-5-aminomethyl-1,4-dioxane
1163297-70-8

(2S,5S)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-5-aminomethyl-1,4-dioxane

2-chloro-4-amino-6-{[[(2S,5S)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1,4-dioxan-5-yl]methyl]amino}-1,3,5-triazine
1163297-76-4

2-chloro-4-amino-6-{[[(2S,5S)-2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]-1,4-dioxan-5-yl]methyl]amino}-1,3,5-triazine

Conditions
ConditionsYield
With triethylamine In N,N-dimethyl-formamide at 20℃;88%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

6-aminohexanoic acid
60-32-2

6-aminohexanoic acid

6-(4-amino-6-chloro-1,3,5-triazin-2-yl-amino)hexanoic acid hydrochloride

6-(4-amino-6-chloro-1,3,5-triazin-2-yl-amino)hexanoic acid hydrochloride

Conditions
ConditionsYield
Stage #1: 4,6-dichloro-1,3,5-triazin-2-amine; 6-aminohexanoic acid With sodium hydrogencarbonate In ethanol; water at 2 - 35℃;
Stage #2: With hydrogenchloride In ethanol; water
88%
1-methyl-piperazine
109-01-3

1-methyl-piperazine

4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

4-chloro-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amine

4-chloro-6-(4-methylpiperazin-1-yl)-1,3,5-triazin-2-amine

Conditions
ConditionsYield
In tetrahydrofuran at 65℃; for 1h;88%
1,3,5-trichloro-2,4,6-triazine
108-77-0

1,3,5-trichloro-2,4,6-triazine

4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

4,6-dichloro-N-(4,6-dichloro-1,3,5-triazin-2-yl)-1,3,5-triazin-2-amine
27315-39-5

4,6-dichloro-N-(4,6-dichloro-1,3,5-triazin-2-yl)-1,3,5-triazin-2-amine

Conditions
ConditionsYield
With sodium hydroxide In water; acetone at 15℃; for 15h;88%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

9,9-dimethyl-9H-fluoren-2-yl-2-boronic acid
333432-28-3

9,9-dimethyl-9H-fluoren-2-yl-2-boronic acid

4,6-bis(9,9-dimethyl-9H-fluoren-2-yl)-1,3,5-triazin-2-amine

4,6-bis(9,9-dimethyl-9H-fluoren-2-yl)-1,3,5-triazin-2-amine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 12h; Inert atmosphere;88%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

naphthalene-2-boronic acid
32316-92-0

naphthalene-2-boronic acid

4,6-bis(naphthalene-2-yl)-1,3,5-triazin-2-amine

4,6-bis(naphthalene-2-yl)-1,3,5-triazin-2-amine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 12h; Inert atmosphere;88%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

3-Biphenylboronic acid
5122-95-2

3-Biphenylboronic acid

4,6-bis([1,1'-biphenyl]-3-yl)-1,3,5-triazine-2-amine

4,6-bis([1,1'-biphenyl]-3-yl)-1,3,5-triazine-2-amine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 12h; Inert atmosphere;88%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

m-xylene
108-38-3

m-xylene

4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-amine

4,6-bis(2,4-dimethylphenyl)-1,3,5-triazin-2-amine

Conditions
ConditionsYield
With aluminum (III) chloride In 1,2-dichloro-benzene at 50 - 110℃; for 3h;88%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

dibenzofuran-2-ylboronic acid

dibenzofuran-2-ylboronic acid

4,6-bis(dibenzofuran-2-yl)-1,3,5-triazin-2-amine

4,6-bis(dibenzofuran-2-yl)-1,3,5-triazin-2-amine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 12h; Inert atmosphere;87%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

(dibenzo[b,d]thiophen-1-yl)boronic acid
1245943-60-5

(dibenzo[b,d]thiophen-1-yl)boronic acid

4,6-bis(dibenzothiophen-1-yl)-1,3.,5-triazin-2-amine

4,6-bis(dibenzothiophen-1-yl)-1,3.,5-triazin-2-amine

Conditions
ConditionsYield
With tetrakis(triphenylphosphine) palladium(0); potassium carbonate In ethanol; water; toluene at 85℃; for 12h; Inert atmosphere;87%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

biphenyl
92-52-4

biphenyl

4,6-bis(4-phenylphenyl)-1,3,5-triazin-2-amine

4,6-bis(4-phenylphenyl)-1,3,5-triazin-2-amine

Conditions
ConditionsYield
With aluminum (III) chloride In 1,2-dichloro-benzene at 50 - 110℃; for 3h;87%
With aluminum (III) chloride In 1,2-dichloro-benzene at 50 - 110℃; for 3h;87%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

benzene
71-43-2

benzene

4,6-diphenyl-[1,3,5]triazin-2-ylamine
5418-07-5

4,6-diphenyl-[1,3,5]triazin-2-ylamine

Conditions
ConditionsYield
With aluminum (III) chloride In 1,2-dichloro-benzene at 50 - 110℃; for 3h;87%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

N-Boc-1,3-diaminopropane
75178-96-0

N-Boc-1,3-diaminopropane

tert-butyl (3-((4-amino-6-chloro-1,3,5-triazin-2-yl)amino)propyl)carbamate

tert-butyl (3-((4-amino-6-chloro-1,3,5-triazin-2-yl)amino)propyl)carbamate

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 12h; Inert atmosphere;86%
4,6-dichloro-1,3,5-triazin-2-amine
933-20-0

4,6-dichloro-1,3,5-triazin-2-amine

5-tert-butoxycarbonylamino-1-aminopentane
51644-96-3

5-tert-butoxycarbonylamino-1-aminopentane

C13H23ClN6O2

C13H23ClN6O2

Conditions
ConditionsYield
With N-ethyl-N,N-diisopropylamine In acetonitrile at 20℃; for 12h; Inert atmosphere;86%

933-20-0Relevant articles and documents

Growth mechanisms of 2D organic assemblies generated from dialkylated melaminium derivatives: The length difference of the two alkyl chains that matters

Xu, Jun,Wu, Guanglu,Wang, Zhiqiang,Zhang, Xi

, p. 10959 - 10963 (2013)

This research is aimed to understand the growth mechanisms for self-assembly of dialkylated melamine derivatives. The dialkylated melamine derivatives with different alkyl chains (Mela-m-n) are able to self-assemble with hydrochloric acid in dichloromethane to form 2D organic assemblies, exhibiting similar lamellar structures as Mela-n·HCl with identical alkyl chains. The most interesting finding is that the growth mechanism of Mela-n·HCl with identical alkyl chains is revealed to be layer growth, while Mela-m-n·HCl with asymmetric alkyl chains adopts a spiral growth mechanism. The asymmetric alkyl chains in Mela-m-n may lead to the formation of dislocation, which is responsible for the spiral growth mechanism.

Nitrogen-rich salts based on energetic nitroaminodiazido[1,3,5]triazine and Guanazine

Huang, Yangen,Zhang, Yanqiang,Shreeve, Jean'Ne M.

, p. 1538 - 1546 (2011)

Highly dense nitrogen-rich ionic compounds are potential high-performance energetic materials for use in military and industrial venues. Guanazinium salts with promising energetic anions and a family of energetic salts based on nitrogen-rich cations and the 6-nitroamino-2,4-diazido[1,3,5]triazine anion (NADAT) were prepared and fully characterized by elemental analysis, IR spectroscopy, 1Ha NMR and 13Ca NMR spectroscopy, and differential scanning calorimetry (DSC). The crystal structures of neutral NADAT (2) and its biguanidinium salt 5 were determined by single-crystal X-ray diffraction (2: orthorhombic, Pnma; 5: monoclinic, P21). Additionally, the isomerization behavior of 2 in solution was investigated by proton-decoupled 13C and 15N NMR spectroscopy. All the new salts exhibit desirable physical properties, such as relatively high densities (1.63-1.78a ga cm-3) and moderate thermal stabilities (Td = 130-196°C for 3-10 and 209-257°C for 11-15). Theoretical performance calculations (Gaussiana 03 and Cheetaha 5.0) gave detonation pressures and velocities for the ionic compounds 3-15 in the range of 21.0-30.3a GPa and 7675-9048a ma s-1, respectively, which makes them competitive energetic materials. Bang boom bang: Nitrogen-rich salts based on nitroamino-diazido-s-triazine and guanazine exhibit high density, good thermal stabilities, and positive calculated heats of formation (see scheme). Predicted detonation pressures (21.0-30.3a GPa) and detonation velocities (7675-9048a ma s-1) suggest that these salts have potential as insensitive energetic materials.

A PROCESS FOR THE PREPARATION OF UV ABSORBERS

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Page/Page column 71-72, (2020/07/25)

The presently claimed invention relates to a novel, highly efficient and general process for the preparation of UV absorbers.

Design and development of 1,3,5-triazine-thiadiazole hybrids as potent adenosine A2A receptor (A2AR) antagonist for benefit in Parkinson's disease

Agnihotri, Amol Kumar,Bhat, Hans Raj,Giri, Sabeena,Masih, Anup,Pandey, Nidhi,Shrivastava, Jitendra Kumar,Singh, Saumya,Singh, Udaya Pratap

, (2020/07/08)

Various studies showed adenosine A2A receptors (A2ARs) antagonists have profound therapeutic efficacy in Parkinsons Disease (PD) by improving dopamine transmission, thus being active in reversing motor deficits and extrapyramidal symptoms related to the disease. Therefore, in the presents study, we have showed the development of novel 1,3,5-triazine-thiadiazole derivative as potent A2ARs antagonist. In the radioligand binding assay, these molecules showed excellent binding affinity with A2AR compared to A1R, with significant selectivity. Results suggest, compound 7e as most potent antagonist of A2AR among the tested series. In docking analysis with A2AR protein model, compound 7e found to be deeply buried into the cavity of receptor lined via making numerous interatomic contacts with His264, Tyr271, His278, Glu169, Ala63, Val84, Ile274, Met270, Phe169. Collectively, our study demonstrated 1,3,5-triazine-thiadiazole hybrid as a highly effective scaffold for the design of new A2A antagonists.

The surprising pairing of 2-aminoimidazo[1,2-a][1,3,5]triazin-4-one, a component of an expanded DNA alphabet

Laos, Roberto,Lampropoulos, Christos,Benner, Steven A.

, p. 22 - 28 (2018/12/13)

Synthetic biologists demonstrate their command over natural biology by reproducing the behaviors of natural living systems on synthetic biomolecular platforms. For nucleic acids, this is being done stepwise, first by adding replicable nucleotides to DNA, and then removing its standard nucleotides. This challenge has been met in vitro with `six-letter' DNA and RNA, where the Watson–Crick pairing `concept' is recruited to increase the number of independently replicable nucleotides from four to six. The two nucleobases most successfully added so far are Z and P, which present a donor–donor–acceptor and an acceptor–acceptor–donor pattern, respectively. This pair of nucleobases are part of an `artificially expanded genetic information system' (AEGIS). The Z nucleobase has been already crystallized, characterized, and published in this journal [Matsuura et al. (2016). Acta Cryst. C72, 952–959]. More recently, variants of Taq polymerase have been crystallized with the pair P:Z trapped in the active site. Here we report the crystal structure of the nucleobase 2-aminoimidazo[1,2-a][1,3,5]triazin-4-one (trivially named P) as the monohydrate, C5H5N5O·H2O. The nucleobase P was crystallized from water and characterized by X-ray diffraction. Interestingly, the crystal structure shows two tautomers of P packed in a Watson–Crick fashion that cocrystallized in a 1:1 ratio.

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