4-Aminopyrazolo[3,4-d]pyrimidine
- Product Name
- 4-Aminopyrazolo[3,4-d]pyrimidine
- CAS No.
- 2380-63-4
- Chemical Name
- 4-Aminopyrazolo[3,4-d]pyrimidine
- Synonyms
- 1H-PYRAZOLO[3,4-D]PYRIMIDIN-4-AMINE;4-app;4 APP;nsc1393;NSC 1393;4-Aminopyra;Aminopurinol;Pyrazoloadenine;TIMTEC-BB SBB004205;ADENINE ANTIMETABOLITE
- CBNumber
- CB3112436
- Molecular Formula
- C5H5N5
- Formula Weight
- 135.13
- MOL File
- 2380-63-4.mol
4-Aminopyrazolo[3,4-d]pyrimidine Property
- Melting point:
- >325 °C(lit.)
- Boiling point:
- 238.81°C (rough estimate)
- Density
- 1.3795 (rough estimate)
- refractive index
- 1.7000 (estimate)
- storage temp.
- Keep in dark place,Inert atmosphere,Room temperature
- solubility
- soluble in DMSO
- pka
- 12.12±0.20(Predicted)
- form
- powder to crystal
- color
- White to Orange to Green
- Water Solubility
- Insoluble in water.
- BRN
- 5824
- InChIKey
- LHCPRYRLDOSKHK-UHFFFAOYSA-N
- CAS DataBase Reference
- 2380-63-4(CAS DataBase Reference)
- NIST Chemistry Reference
- 1H-pyrazolo[3,4-d]pyrimidin-4-amine(2380-63-4)
- EPA Substance Registry System
- 1H-Pyrazolo[3,4-d]pyrimidin-4-amine (2380-63-4)
Safety
- Hazard Codes
- T
- Risk Statements
- 25-36/37/38-23/24/25
- Safety Statements
- 26-36/37/39-45-22-36
- RIDADR
- UN 2811 6.1/PG 3
- WGK Germany
- 3
- RTECS
- UR0717000
- TSCA
- Yes
- HazardClass
- 6.1
- PackingGroup
- III
- HS Code
- 29335990
- Toxicity
- LD50 oral in rat: 141mg/kg
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Danger
- Hazard statements
-
H301Toxic if swalloed
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.
P270Do not eat, drink or smoke when using this product.
P280Wear protective gloves/protective clothing/eye protection/face protection.
P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
P321Specific treatment (see … on this label).
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- A1041
- Product name
- 4-Aminopyrazolo[3,4-d]pyrimidine
- Purity
- >97.0%(HPLC)(T)
- Packaging
- 100mg
- Price
- $33
- Updated
- 2025/07/31
- Product number
- A1041
- Product name
- 4-Aminopyrazolo[3,4-d]pyrimidine
- Packaging
- 1G
- Price
- $44
- Updated
- 2025/07/31
- Product number
- A1041
- Product name
- 4-Aminopyrazolo[3,4-d]pyrimidine
- Packaging
- 5G
- Price
- $132
- Updated
- 2025/07/31
- Product number
- A628970
- Product name
- 4-Aminopyrazolo[3,4-d]pyrimidine
- Packaging
- 1g
- Price
- $50
- Updated
- 2021/12/16
- Product number
- A628970
- Product name
- 4-Aminopyrazolo[3,4-d]pyrimidine
- Packaging
- 5g
- Price
- $80
- Updated
- 2021/12/16
4-Aminopyrazolo[3,4-d]pyrimidine Chemical Properties,Usage,Production
Description
4-aminopyrazolo[3,4-d]pyrimidine (4-APP), the isomer of adenine with the five-membered ring in the pyrazole configuration, is by far the most potent inhibitor of both enzymatic reactions catalyzed by Stx1. It is also a new type of mTOR inhibitor. The 4-aminopyrazolo[3,4-d]pyrimidines, a well-characterized class of compounds for tyrosine kinase inhibition, were used as a Src inhibitor module that blocks the adenosine binding site[1-2].
Chemical Properties
Light Tan Solid
Uses
4-Amino-1H-pyrazolo[3,4-d]pyrimidine decreases serum cholesterol markedly in rats.
Hazard
4-Aminopyrazolo[3,4-d]pyrimidine is harmful, irritating to the eyes and skin, and may cause respiratory irritation by inhalation. It is toxic if swallowed.
Synthesis
5399-92-8
2380-63-4
4-Chloro-1H-pyrazolo[3,4-d]pyrimidine (200 mg, 1.29 mmol) was used as starting material and dissolved in tetrahydrofuran (THF, 2.0 mL). Subsequently, ammonium hydroxide (2.0 mL) was added to this solution. The reaction mixture was stirred at 20 to 30 °C for 2 hours. After the reaction was completed, the mixture was concentrated. The concentrate was ground with acetonitrile (MeCN, 0.5 mL) and the product was subsequently collected by filtration to afford 4-aminopyrazolo[3,4-d]pyrimidine (37) as a red solid (100 mg, 57% yield).
References
[1] M Brigotti. “4-Aminopyrazolo[3,4-d]pyrimidine (4-APP) as a novel inhibitor of the RNA and DNA depurination induced by Shiga toxin 1.” Nucleic Acids Research 28 12 (2000): 2383–8.
[2] Ho Jin Lee. “Development of a 4-aminopyrazolo[3,4-d]pyrimidine-based dual IGF1R/Src inhibitor as a novel anticancer agent with minimal toxicity.” Molecular Cancer 17 1 (2018): 50.
4-Aminopyrazolo[3,4-d]pyrimidine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from 4-Aminopyrazolo[3,4-d]pyrimidine manufacturers
- Product
- 4-Aminopyrazolo[3,4-d]pyrimidine 2380-63-4
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-13
- Product
- 4-Aminopyrazolo[3,4-d]pyrimidine 2380-63-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 0.99
- Supply Ability
- 1000kg
- Release date
- 2025-04-17
- Product
- 4-Aminopyrazolo[3,4-d]pyrimidine 2380-63-4
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 20TON
- Release date
- 2024-12-11