Pyrazolo[1,5-a]pyridine
- Product Name
- Pyrazolo[1,5-a]pyridine
- CAS No.
- 274-56-6
- Chemical Name
- Pyrazolo[1,5-a]pyridine
- Synonyms
- 3-Azaindoline;PYRAZOLO[1,5-A]PYRIDINE;1H-Pyrazolo[1,5-a]pyridine;Pyrazolo[1,5-a]pyridine,97%;6,7a-dimethyl-2,3,5,6-tetrahydrooxazolo[2,3-b]oxazole
- CBNumber
- CB6840930
- Molecular Formula
- C7H6N2
- Formula Weight
- 118.14
- MOL File
- 274-56-6.mol
Pyrazolo[1,5-a]pyridine Property
- Boiling point:
- 37-39℃/0.2mm
- Density
- 1.14±0.1 g/cm3(Predicted)
- refractive index
- 1.6075
- storage temp.
- Sealed in dry,Room Temperature
- pka
- 2.83±0.30(Predicted)
- form
- Liquid
- color
- Colorless to red or brown
- InChI
- InChI=1S/C7H6N2/c1-2-6-9-7(3-1)4-5-8-9/h1-6H
- InChIKey
- DVUBDHRTVYLIPA-UHFFFAOYSA-N
- SMILES
- C12=CC=NN1C=CC=C2
Safety
- HS Code
- 2933399990
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.
P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P405Store locked up.
N-Bromosuccinimide Price
- Product number
- 3H32-1-PP
- Product name
- Pyrazolo[1,5-a]pyridine
- Purity
- 97%
- Packaging
- 1g
- Price
- $138
- Updated
- 2021/12/16
- Product number
- CS-B0647
- Product name
- Pyrazolo[1,5-a]pyridine
- Purity
- ≥97.0%
- Packaging
- 5g
- Price
- $330
- Updated
- 2021/12/16
- Product number
- CS-B0647
- Product name
- Pyrazolo[1,5-a]pyridine
- Purity
- ≥97.0%
- Packaging
- 250mg
- Price
- $44
- Updated
- 2021/12/16
- Product number
- 2614AB
- Product name
- Pyrazolo[1,5-a]pyridine
- Packaging
- 100mg
- Price
- $96
- Updated
- 2021/12/16
- Product number
- CS-B0647
- Product name
- Pyrazolo[1,5-a]pyridine
- Purity
- ≥97.0%
- Packaging
- 1g
- Price
- $97
- Updated
- 2021/12/16
Pyrazolo[1,5-a]pyridine Chemical Properties,Usage,Production
Description
Pyrazolo[1,5-a]pyridines, a class of fused heteroaromatic bicyclic compounds, have been investigated for their pharmacological and biological activities. They are used as dopamine D2/D3/D4 antagonists, anti-herpetic agents, p38 kinase inhibitors, PI3 kinase inhibitors, antitubercular agents, EP1 receptor antagonists, 5HT3-antagonists, melatonin receptor (MT1/MT2) ligands, Mcl-1Bcl-xL dual inhibitors, and corticotropin-releasing factor 1 antagonists. Pyrazolo[1,5-a]pyridine has been used as a fluorophore in the research of Zhang et al. and exhibited high quantum yield (0.64, pH 2.4), high selectivity and sensitivity, and extremely short response time[1].
Synthesis
16205-44-0
274-56-6
General procedure for the synthesis of pyrazolo[1,5-a]pyridine from ethyl pyrazolo[1,5-a]pyridine-3-carboxylate: to ethyl pyrazolo[1,5-a]pyridine-3-carboxylate (78 g, 410.1 mmol) was added 50% (v/v) aqueous sulfuric acid solution (200 mL, 410.1 mmol) and the reaction mixture was heated to reflux for 215 minutes. Upon completion of the reaction, it was cooled to room temperature and 50% (w/w) NaOH solution (350 mL) was added slowly and dropwise over 60 min under ice bath conditions, keeping the reaction temperature below 35 °C. Subsequently, the reaction mixture was poured into water (1 L) and additional 50% (w/w) NaOH solution (about 75 mL) was added until the mixture was basic. The resulting suspension was stirred until completely dissolved. It was extracted with methyl tert-butyl ether (MTBE, 3 x 250 mL) and the organic phases were combined and washed with water (500 mL) and saturated brine (500 mL) sequentially. The organic layer was dried with anhydrous sodium sulfate (Na2SO4), filtered and concentrated under reduced pressure to afford pyrazolo[1,5-a]pyridine (44.6 g, 92% yield) as a yellow oil. Its NMR hydrogen spectrum (400 MHz, CDCl3) data were as follows: δ 6.51 (1H, d, J = 2 Hz, ArH-3), 6.73 (1H, td, J = 7, 1 Hz, ArH-6), 7.09 (1H, ddd, J = 9, 7, 1 Hz, ArH-5), 7.53 (1H, d, J = 9 Hz, ArH-4), 7.94 (1H, d, J = 9 Hz, ArH-4) 7.94 (1H, d, J = 2 Hz, ArH-2), 8.47 (1H, dd, J = 7, 1 Hz, ArH-7); NMR carbon spectrum (101 MHz, CDCl3) data are as follows: δ 96.73, 111.60, 118.16, 123.14, 128.67, 140.16, 141.80; mass spectrum (ES+) m/z 119 (100, MH+); high-resolution mass spectrum (ESI): MH+, measured value 119.06036, C7H7N2 calculated value 119.06037.
References
[1] Brian A Johns. “Pyrazolo[1,5-a]pyridines: synthetic approaches to a novel class of antiherpetics.” Tetrahedron 59 45 (2003): Pages 9001-9011.
Pyrazolo[1,5-a]pyridine Preparation Products And Raw materials
Raw materials
Preparation Products
Pyrazolo[1,5-a]pyridine Suppliers
- Tel
- 1351-2466848 13512466848
- Fax
- QQ:94204388
- hbdypharm@163.com
- Country
- China
- ProdList
- 244
- Advantage
- 58
- Tel
- 400-6106006
- Fax
- 021-67582001/03/05
- saleschina@alfa-asia.com
- Country
- China
- ProdList
- 30123
- Advantage
- 84
- Tel
- +86-21-54098501
- Fax
- +86-21-54096319
- sales@sinch.com.cn
- Country
- China
- ProdList
- 11598
- Advantage
- 64
- Tel
- 0573-85285100 18627885956
- Fax
- 0573-85285100
- isenchem@163.com
- Country
- China
- ProdList
- 9310
- Advantage
- 66
- Tel
- 001-857-928-2050 or 1-888-588-9418
- Fax
- 001-617-206-9595
- sales@chemreagents.com
- Country
- United States
- ProdList
- 10186
- Advantage
- 62
- Tel
- +86 (21) 6435-5022
- Country
- China
- ProdList
- 4267
- Advantage
- 65
- Tel
- 021-58170097
- info@topbiochem.com
- Country
- China
- ProdList
- 9510
- Advantage
- 58
- Tel
- 18622448868
- Fax
- 022-58620773
- jpjchem@163.com
- Country
- China
- ProdList
- 490
- Advantage
- 62
- Tel
- 021-54880687
- Fax
- 021-54880687
- Country
- China
- ProdList
- 511
- Advantage
- 55
- Tel
- 21-33526724 18930996265
- Fax
- 37023730
- info@carlowchem.com
- Country
- China
- ProdList
- 1922
- Advantage
- 58
View Lastest Price from Pyrazolo[1,5-a]pyridine manufacturers
- Product
- Pyrazolo[1,5-a]pyridine 274-56-6
- Price
- US $1.00/g
- Min. Order
- 1g
- Purity
- 99%
- Supply Ability
- 200kg
- Release date
- 2020-01-13