5-(Pyridin-4-yl)-4H-1,2,4-triazol-3-amine supplier

Name
5-(Pyridin-4-yl)-4H-1,2,4-triazol-3-amine
EINECS
CAS No. 3652-17-3
Article Data19
CAS DataBase
Density 1.45 g/cm³
Solubility
Melting Point 272-274 °C
Formula C₇H₇N₅
Boiling Point 477 °C at 760 mmHg
Molecular Weight 161.166
Flash Point 273.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1H-1,2,4-Triazol-3-amine,5-(4-pyridinyl)- (9CI);Pyridine, 4-(5-amino-s-triazol-3-yl)- (6CI,7CI,8CI);[5-(Pyridin-4-yl)-2H-[1,2,4]triazol-3-yl]amine;
PSA 80.48000
LogP 1.03010

Synthetic route

: C7H9N5O

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

Conditions

Conditions	Yield
In water Heating;	98%
In water for 6h; Reflux;	98%
In water at 25 - 100℃; for 0.2h; Microwave irradiation; Inert atmosphere;

: 55-22-1
pyridine-4-carboxylic acid

: 1937-19-5
1-aminoguanidine hydrochloride

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

Conditions

Conditions	Yield
at 190℃; for 9h; Inert atmosphere;	92%
at 220 - 230℃; for 3h;	89%
at 230℃; for 1h;	82%
In neat (no solvent) at 190℃; for 5h;	66%

: 55-22-1
pyridine-4-carboxylic acid

: 2834-84-6
aminoguanidine sulphate

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

Conditions

Conditions	Yield
at 210℃; for 2h;	90%

: 54-85-3
isoniazid

: 17356-08-0
thiourea

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

Conditions

Conditions	Yield
With potassium carbonate; dimethyl sulfate In water at 50℃; for 18h; Green chemistry;	87%

: 4427-16-1
isonicotinic acid 2-amidinohydrazide

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

Conditions

Conditions	Yield
at 230℃; for 0.166667h;

: 54-85-3
isoniazid

(+-)-3-methyl-2-phthalimido-butyraldehyde: (+-)-3-methyl-2-phthalimido-butyraldehyde

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: sodium hydroxide / H2O / 24 h / Ambient temperature 2: 0.17 h / 230 °C View Scheme

: 1354647-05-4
5-amino-3-(pyridin-4-yl)-1,2,4-triazole hydrochloride

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

Conditions

Conditions	Yield
With sodium hydroxide In water at 100℃;	4.62 g

: 14254-57-0
4-(chlorocarbonyl)pyridine

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine / 12.5 h / 0 - 20 °C / Inert atmosphere 2: water / 0.2 h / 25 - 100 °C / Microwave irradiation; Inert atmosphere View Scheme

: 637-57-0
p-nitrocinnamic acid methyl ester

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: 7-(4-nitro-phenyl)-2-pyridin-4-yl-6,7-dihydro-4H-[1,2,4]triazolo[1,5-a]pyrimidin-5-one

Conditions

Conditions	Yield
at 210℃; for 2h;	92%

: 98-88-4
benzoyl chloride

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: (5-amino-3-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl)(phenyl)-methanone

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 0 - 20℃; for 6h; regioselective reaction;	87%

: 103-26-4
Methyl cinnamate

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: 7-phenyl-2-pyridin-4-yl-6,7-dihydro-4H-[1,2,4]triazolo[1,5-a]pyrimidin-5-one

Conditions

Conditions	Yield
at 210℃; for 4h;	85%

: 3901-07-3
3-(4-methoxy-phenyl)acrylic acid methyl ester

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: 7-(4-methoxy-phenyl)-2-pyridin-4-yl-6,7-dihydro-4H-[1,2,4]triazolo[1,5-a]pyrimidin-5-one

Conditions

Conditions	Yield
at 210℃; for 3h;	73%

: 98-59-9
p-toluenesulfonyl chloride

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: 3-(pyridin-4-yl)-1-tosyl-1H-1,2,4-triazol-5-amine

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 0 - 20℃; for 6h; regioselective reaction;	70%

: 368869-97-0
2-(2,3-dihydro-1-benzofuran-5-yl)-1,3-thiazole-4-carboxylic acid

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: 2-(2,3-dihydrobenzofuran-5-yl)-N-(3-(pyridin-4-yl)-1H-1,2,4-triazol-5-yl)thiazole-4-carboxamide

Conditions

Conditions	Yield
With pyridine; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate at 110℃; for 5h;	62%

: 122-01-0
4-chloro-benzoyl chloride

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: 54464-01-6
1-(4-chlorobenzoyl)-3-(4-pyridyl)-1H-1,2,4-triazole-5-amine.

Conditions

Conditions	Yield
With pyridine at 0 - 20℃; for 24h;	59%

: 420-04-2
CYANAMID

: 122-51-0
orthoformic acid triethyl ester

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: 1030420-83-7
7-amino-2-(4-pyridyl)-1,2,4-triazolo[1,5-a][1,3,5]triazine

Conditions

Conditions	Yield
In methanol at 150℃; for 0.333333h; Microwave irradiation;	58%

...Expand

: 492-88-6
3-ethoxysalicylaldehyde

: 67-64-1
acetone

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: 7-ethoxy-5-methyl-2-(pyridin-4-yl)-11,12-dihydro-5,11-methano[1,2,4]triazolo[1,5-c][1,3,5]benzoxadiazocine

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; ethanol at 150℃; for 0.5h; Microwave irradiation; Sealed tube;	58%

...Expand

: 2719-27-9
cyclohexanylcarbonyl chloride

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: (5-amino-3-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl)(cyclohexyl)-methanone

Conditions

Conditions	Yield
With pyridine In tetrahydrofuran at 0 - 20℃; for 6h; regioselective reaction;	57%

: 148-53-8
3-methoxy-2-hydroxybenzaldehyde

: 67-64-1
acetone

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: 7-methoxy-5-methyl-2-(pyridin-4-yl)-11,12-dihydro-5,11-methano[1,2,4]triazolo[1,5-c][1,3,5]benzoxadiazocine

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; ethanol at 150℃; for 0.5h; Microwave irradiation; Sealed tube;	53%

...Expand

: 4521-61-3
3,4,5-Trimethoxybenzoyl chloride

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: (5-amino-3-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl)(3,4,5-trimethoxyphenyl)methanone

Conditions

Conditions	Yield
With pyridine at -5 - 20℃; Inert atmosphere;	51%

: 127099-85-8, 780722-26-1
N-Cyanoguanidine

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: C9H8N8

Conditions

Conditions	Yield
In N,N-dimethyl-formamide for 4h; Heating;	50%

: 90-02-8
salicylaldehyde

: 67-64-1
acetone

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: 5-methyl-2-(pyridin-4-yl)-11,12-dihydro-5,11-methano[1,2,4]triazolo[1,5-c][1,3,5]benzoxadiazocine

Conditions

Conditions	Yield
With hydrogenchloride In 1,4-dioxane; ethanol at 150℃; for 0.5h; Microwave irradiation; Sealed tube;	48%

...Expand

: 6-fluoro-1,2,3,4-tetrahydroquinoline-4-carboxylic acid

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: (5-amino-3-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl)(6-fluoro-1,2,3,4-tetrahydroquinolin-4-yl)methanone

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 3h; Inert atmosphere;	43%

: 4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: (5-amino-3-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl)(4,5,6,7-tetrahydrobenzo[b]thiophen-4-yl)methanone

Conditions

Conditions	Yield
Stage #1: 4,5,6,7-tetrahydro-1-benzothiophene-4-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 25℃; for 0.5h; Inert atmosphere; Stage #2: 3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine In N,N-dimethyl-formamide at 25℃; Inert atmosphere;	28%

: 14381-42-1
Indan-1-carboxylic acid

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: (5-amino-3-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl)(2,3-dihydro-1H-inden-1-yl)methanone

Conditions

Conditions	Yield
Stage #1: Indan-1-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine In N,N-dimethyl-formamide at 25℃; Inert atmosphere;	19%

: 4,5,6,7-tetrahydro-1H-indole-4-carboxylic acid

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: (5-amino-3-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl)(4,5,6,7-tetrahydro-1H-indol-4-yl)methanone

Conditions

Conditions	Yield
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 25℃; Inert atmosphere;	18%

: 1914-65-4
tetralin-1-carboxylic acid

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: 3-(pyridin-4-yl)-1-[(1,2,3,4-tetrahydronaphthalen-1-yl)carbonyl]-1H-1,2,4-triazol-5-amine

Conditions

Conditions	Yield
Stage #1: tetralin-1-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine In N,N-dimethyl-formamide at 25℃; Inert atmosphere;	18%

: 13337-69-4
(RS)-1,2,3,4-tetrahydroquinoline-4-carboxylic acid

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: (5-amino-3-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl)(1,2,3,4-tetrahydroquinolin-4-yl)methanone

Conditions

Conditions	Yield
Stage #1: (RS)-1,2,3,4-tetrahydroquinoline-4-carboxylic acid With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine In N,N-dimethyl-formamide at 19℃; for 0.5h; Inert atmosphere; Stage #2: 3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine In N,N-dimethyl-formamide at 19℃; Inert atmosphere;	17%

: 933756-65-1
1-methyl-1,2,3,4-tetrahydroquinoline-4-carboxylic acid

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: (5-amino-3-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl)(1-methyl-1,2,3,4-tetrahydroquinolin-4-yl)methanone

Conditions

Conditions	Yield
Stage #1: 1-methyl-1,2,3,4-tetrahydroquinoline-4-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine In N,N-dimethyl-formamide at 20℃; Inert atmosphere;	12%

: 14378-56-4
6,7,8,9-tetrahydro-5H-benzo[7]annulene-5-carboxylic acid

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

A: (5-amino-3-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl)(6,7,8,9-tetrahydro-5H-benzo[7]annulen-5-yl)methanone

B: N-[3-(pyridin-4-yl)-1H-1,2,4-triazol-5-yl]-6,7,8,9-tetrahydro-5H-benzo[7]annulene-5-carboxamide

Conditions

Conditions	Yield
Stage #1: 6,7,8,9-tetrahydro-5H-benzo[7]annulene-5-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine In N,N-dimethyl-formamide at 25℃; Inert atmosphere;	A 11% B 3%

...Expand

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: 1663-67-8
malonoyl dichloride

: 5,7-dichloro-2-(pyridin-4-yl)-[1,2,4]triazolo[1,5-a]pyrimidine

Conditions

Conditions	Yield
Stage #1: 3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine; malonoyl dichloride In acetonitrile for 4.5h; Inert atmosphere; Stage #2: With trichlorophosphate for 5h; Cooling with ice; Reflux;	9.2%

: 6-fluoro-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: (5-amino-3-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl)(6-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)methanone

Conditions

Conditions	Yield
Stage #1: 6-fluoro-1,2,3,4-tetrahydronaphthalene-1-carboxylic acid With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide at 19℃; for 0.5h; Inert atmosphere; Stage #2: 3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine In N,N-dimethyl-formamide at 19℃; Inert atmosphere;	9%

: 20426-80-6
3,4-dihydro-2H-1-benzopyran-4-carboxylic acid

: 3652-17-3
3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine

: (5-amino-3-(pyridin-4-yl)-1H-1,2,4-triazol-1-yl)(chroman-4-yl)methanone

Conditions

Conditions	Yield
Stage #1: 3,4-dihydro-2H-1-benzopyran-4-carboxylic acid With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride In N,N-dimethyl-formamide at 20℃; for 0.5h; Inert atmosphere; Stage #2: 3-(pyridin-4-yl)-1H-1,2,4-triazol-5-amine In N,N-dimethyl-formamide at 35℃; Inert atmosphere;	7%

5-(Pyridin-4-yl)-4H-1,2,4-triazol-3-amine Specification

The 5-(Pyridin-4-yl)-4H-1,2,4-triazol-3-amine ,its cas register number is 3652-17-3. The IPUAC name about this chemicals is 5-pyridin-4-yl-1H-1,2,4-triazol-3-amine . The index of refraction about it is 1.686, molar refractivity is 43.78 cm³ , molar volume is 114.9 cm³ and surface tension is 84.3 dyne/cm, also, it have other chemical properties, for example, the enthalpy of vaporization about this chemicals is 74.08 kJ/mol, vapour pressure is 2.91E-09 mmHg at 25°C and so on. Classification Code about it is Drug / Therapeutic Agent.

By isonicotinic acid react with amino-guanidine and hydrogen sulfate can get 5-(Pyridin-4-yl)-4H-1,2,4-triazol-3-amine .Also this chemicals react with 3-(4-methoxy-phenyl)-acrylic acid methyl ester can get 7-(4-methoxy-phenyl)-2-pyridin-4-yl-6,7-dihydro-4H-[1,2,4]triazolo[1,5-a]pyrimidin-5-one.

This chemicals can be described computed from structure:
1) Canonical SMILES: C1=CN=CC=C1C2=NC(=NN2)N
2) InChI: InChI=1S/C7H7N5/c8-7-10-6(11-12-7)5-1-3-9-4-2-5/h1-4H,(H3,8,10,11,12)
3) InChIKey: PHYOJNNPPUPKEA-UHFFFAOYSA-N

The most important thing about 5-(Pyridin-4-yl)-4H-1,2,4-triazol-3-amine is the toxicity, following is the form:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intravenous	276mg/kg (276mg/kg)	BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Yakugaku Zasshi. Journal of Pharmacy. Vol. 92, Pg. 471, 1972.

Product Name

5-(Pyridin-4-yl)-4H-1,2,4-triazol-3-amine

Synthetic route

5-(Pyridin-4-yl)-4H-1,2,4-triazol-3-amine Specification

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