ChemicalBook > CAS DataBase List > 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one

1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one

Product Name
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one
CAS No.
6969-71-7
Chemical Name
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one
Synonyms
2H-[1,2,4]triazolo[4,3-a]pyridin-3-one;1,2,4-TRIAZOLO-[4,3-A]PYRIDINE-3(2H)-ONE;NSC 68462;Pyridotriazolone;Pyridyltriazolone;Pyridinotriazolone;Triazolo Pyridinone;1,2,4-Triazolo[4,3-a;Pyridine triadiMefon;Trazodone Impurity 15
CBNumber
CB1120921
Molecular Formula
C6H5N3O
Formula Weight
135.12
MOL File
6969-71-7.mol
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1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one Property

Melting point:
231°C
Density 
1.51±0.1 g/cm3(Predicted)
storage temp. 
2-8°C
solubility 
DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
pka
7.86±0.20(Predicted)
form 
Solid
color 
Light Brown to Brown
BRN 
607433
Stability:
Light Sensitive
InChI
InChI=1S/C6H5N3O/c10-6-8-7-5-3-1-2-4-9(5)6/h1-4H,(H,8,10)
InChIKey
LJRXNXBFJXXRNQ-UHFFFAOYSA-N
SMILES
C12=NNC(=O)N1C=CC=C2
LogP
0.113
CAS DataBase Reference
6969-71-7(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
26-36
WGK Germany 
3
HS Code 
29339900
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
736821
Product name
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one
Purity
97%
Packaging
25g
Price
$62.9
Updated
2022/05/15
TCI Chemical
Product number
T1667
Product name
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one
Purity
>98.0%(HPLC)(T)
Packaging
25g
Price
$46
Updated
2025/07/31
TRC
Product number
T767505
Product name
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one
Packaging
25g
Price
$55
Updated
2021/12/16
Usbiological
Product number
468025
Product name
Triazolopyridinone
Packaging
100mg
Price
$460
Updated
2021/12/16
TRC
Product number
T767505
Product name
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one
Packaging
250g
Price
$470
Updated
2021/12/16
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1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one Chemical Properties,Usage,Production

Chemical Properties

Beige Solid

Uses

1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one was used to prepare a congener of Trazodone (T718500) which was found to be a potent and selective inhibitor of synaptosomal uptake of 5-hydroxytryptamine.

Synthesis Reference(s)

Journal of Medicinal Chemistry, 28, p. 1394, 1985 DOI: 10.1021/jm00148a004

Synthesis

109-09-1

563-41-7

6969-71-7

General procedure for the synthesis of [1,2,4]triazolo[4,3-a]pyridin-3-(2H)-one from 2-chloropyridine and aminourea hydrochloride: 2-chloropyridine (5.0 g, 44.03 mmol), aminourea hydrochloride (9.8 g, 88.06 mmol), and 2-ethoxyethanol (15 mL) were mixed and heated to reflux. Concentrated hydrochloric acid (0.1 mL dissolved in 1 mL of 2-ethoxyethanol) was slowly added to the reaction mixture. The reaction was kept at reflux for 24 hours and subsequently cooled to about 60 °C and diluted with deionized water (15 mL). The resulting light yellow solid product was collected by filtration and washed with deionized water to afford the title compound (2.2 g, 51% yield). The melting point of the product was 235-240°C. 1H NMR (300 MHz, DMSO-d6) δ 6.51-6.60 (m, 1H), 7.05-7.22 (m, 2H), 7.80 (d, J=7.1 Hz, 1H), 12.45 (br, 1H, exchangeable with D2O); IR (KBr) ν 3173, 3098. 3048, 1717, 1634, 1536, 1348 cm-1; MS 136 (M+1).

References

[1] Patent: US2009/209550, 2009, A1. Location in patent: Page/Page column 25-26
[2] Patent: US4254124, 1981, A

1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one Preparation Products And Raw materials

Raw materials

Pyridine

Preparation Products

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1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one Suppliers

Canada 1 China 254 Europe 2 Germany 4 India 47 Italy 1 Japan 4 Slovakia 1 Switzerland 1 The Netherlands 1 United Kingdom 10 United States 39 Global 365
Yangzhou Prince Chemical Co., Ltd
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View Lastest Price from 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one manufacturers

Dideu Industries Group Limited
Product
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one 6969-71-7
Price
US $1.10/g
Min. Order
1g
Purity
99.00%
Supply Ability
100 Tons Min
Release date
2021-10-25
Zhuozhou Wenxi import and Export Co., Ltd
Product
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one 6969-71-7
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Career Henan Chemical Co
Product
1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one 6969-71-7
Price
US $8.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10MT
Release date
2018-12-21

6969-71-7, 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-oneRelated Search:

Sulfasalazine Furazolidone Sodium Pyrithione Chromium picolinate Triadimefon Zinc pyrithione Trazodone 4-Methylpyridine Pyridine 2-Pyridinecarboxaldehyde Pyridine hydrochloride Pyridine sulfur trioxide Diethyl 1,4-dihydro-2,6-dimethyl-3,5-pyridinedicarboxylate 6-BROMO-1,2,4-TRIAZOLO[4,3-A]PYRIDIN-3(2H)-ONE Trazodone hydrochloride 4-HYDROXYPYRIDINE 2-(3-CHLOROPROPYL)-1,2,4-TRIAZOL-[4,3-A]PYRIDINE-3 (2H)-ONE 2-[3-[4-(3-Chlorophenyl)-1-piperazinyl]propyl-d6]-1,2,4-triazolo[4,3-a]pyridin-3(2H)-one Hydrochloride

  • 1,2,4-TRIAZOLO-[4,3-A]PYRIDINE-3(2H)-ONE
  • 1,2,4-TRIAZOLE(4,3)PYRIDIN-3-(2H)-ONE
  • 1,2,4-TRIAZOL-(4,3-A)-PYRIDINE 3 (2H)-ONE
  • 1,2,4-Triazolopyridin-3-one
  • 3-HYDROXYTRIAZOLO[4,3-A]PYRIDINE
  • 3-HYDROXY-1,2,4-TRIAZOLO[4,3-A]PYRIDINE
  • 1,2,4-Triazole-(4,3-alpha)pyri
  • Trazodone Impurity 15
  • 2,4-Triazolopyridin-3-one
  • Triazolo Pyridinone
  • 2H-[1,2,4]triazolo[4,3-a]pyridin-3-one
  • 1,2,4-Triazole-(4,3-a) Pyridine-3 (2H) - One
  • 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one, 98+%
  • 1,2,4-Triazolo4,3-aüpyridin-3(2H)-one, 98+%
  • 1,2,4-TRIAZOLO[4,3-A]PYRIDIN-3(2H)-ONE
  • 1,2,4-Triazolo[4,3-a
  • Pyridine triadiMefon
  • 1,2,4-trizolo(4,3a)pyridine-3(2H)-one
  • 1,2,4-Triazol-[4,3-a]-pyridin-3(2H)-one
  • 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one 97%
  • 1,2,4-Triazolo[4,3-<i>a</i>]pyridin-3(2<i>H</i>)-one
  • NSC 68462
  • s-Triazolo[4,3-a]pyridin-3-ol
  • 1,2,4-Triazolo[4,3-a]pyridin-3(H)-one
  • 2H,3H-[1,2,4]triazolo[4,3-a]pyridin-3-one
  • Pyridine threeTriadiMefon
  • 1,2,4-Triazolo[4,3-a]pyridine-3(2H)
  • Trazodone Triazolopyridinone
  • 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one ISO 9001：2015 REACH
  • [1,2,4] TRIAZOLO [4,3-A] PYRIDIN-3(2H)-ONE ( TPO )
  • 1,2,4-TRIAZOLO-[4,3-α]-PYRIDIN-3(2H)-ONE
  • 1,2,4-Triazolo[4,3-a]pyridin-3(2H)-one (9CI, ACI)
  • 1,2,4 triazolo[4,3-a pyridine-3(2H)-Onesodium (TDI)
  • 1,2,4]triazolo[4,3-a]pyridine-3(2H)-Onesodium
  • Pyridinotriazolone
  • 1,2,4]triazolo[4,3-a]pyridin-3-one
  • Pyridotriazolone
  • Pyridine Triazolone (trazodone impurity 4)
  • Pyridyltriazolone
  • Trazodone Impurity 15 (Trazodone Hydrochloride EP Impurity K)
  • Trazodone EP Impurity K (Triazolopyridinone)
  • 6969-71-7
  • 6967-71-7
  • C6H5N3O
  • Heterocycles
  • intermediate for some organic synthesis
  • Fused Ring Systems
  • Pyridines
  • APIs & Intermediate
  • Pyrimidine