4-Aminopyrazolo[3,4-d]pyrimidine

Modify Date: 2024-01-02 15:46:25

4-Aminopyrazolo[3,4-d]pyrimidine Structure
4-Aminopyrazolo[3,4-d]pyrimidine structure
Common Name 4-Aminopyrazolo[3,4-d]pyrimidine
CAS Number 2380-63-4 Molecular Weight 193.671
Density 1.612g/cm3 Boiling Point 431.1ºC at 760mmHg
Molecular Formula C5H5N5 Melting Point >325 °C(lit.)
MSDS Chinese USA Flash Point 244.4ºC
Symbol GHS06
GHS06
Signal Word Danger

 Use of 4-Aminopyrazolo[3,4-d]pyrimidine


Pyrazoloadenine is a potent RET (REarranged during Transfection) lung cancer oncoprotein inhibitor. Pyrazoloadenine shows anticancer activity[1][2].

 Names

Name 4-Aminopyrazolo[3,4-d]pyrimidine
Synonym More Synonyms

 4-Aminopyrazolo[3,4-d]pyrimidine Biological Activity

Description Pyrazoloadenine is a potent RET (REarranged during Transfection) lung cancer oncoprotein inhibitor. Pyrazoloadenine shows anticancer activity[1][2].
Related Catalog
In Vitro Pyrazoloadenine inhibits a wide range of protein kinases such as BTK (Bruton’s tyrosine kinase), CDK1/2 (cyclin-dependent kinase 1/2), Src kinase, and RIPK1 (receptor-interacting protein kinase)[1].

 Chemical & Physical Properties

Density 1.612g/cm3
Boiling Point 431.1ºC at 760mmHg
Melting Point >325 °C(lit.)
Molecular Formula C5H5N5
Molecular Weight 193.671
Flash Point 244.4ºC
Exact Mass 193.086960
PSA 80.48000
LogP 0.51630
Storage condition -20°C Freezer

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UR0717000
CHEMICAL NAME :
1H-Pyrazolo(3,4-d)pyrimidine, 4-amino-
CAS REGISTRY NUMBER :
2380-63-4
BEILSTEIN REFERENCE NO. :
0005824
LAST UPDATED :
199701
DATA ITEMS CITED :
9
MOLECULAR FORMULA :
C5-H5-N5
MOLECULAR WEIGHT :
135.15
WISWESSER LINE NOTATION :
T56 BMN GN INJ FZ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
141 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ciliary spasm Sense Organs and Special Senses (Eye) - ptosis Behavioral - excitement
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
228 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ciliary spasm Sense Organs and Special Senses (Eye) - ptosis Behavioral - excitement
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
180 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - ciliary spasm Sense Organs and Special Senses (Eye) - ptosis Behavioral - excitement
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
181 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD10 - Lethal Dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
15 mg/kg
TOXIC EFFECTS :
Liver - other changes
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - other changes Gastrointestinal - changes in structure or function of salivary glands Kidney, Ureter, Bladder - urine volume increased
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
22500 mg/kg/9D-I
TOXIC EFFECTS :
Liver - fatty liver degeneration Blood - changes in bone marrow (not otherwise specified) Blood - changes in platelet count

MUTATION DATA

TYPE OF TEST :
DNA inhibition
TEST SYSTEM :
Rodent - mouse Ascites tumor
DOSE/DURATION :
5 umol/L
REFERENCE :
ECREAL Experimental Cell Research. (Academic Press, Inc., 1 E. First St., Duluth, MN 55802) V.10- 1950- Volume(issue)/page/year: 48,319,1967

 Safety Information

Symbol GHS06
GHS06
Signal Word Danger
Hazard Statements H301-H315-H319-H335
Precautionary Statements P261-P301 + P310-P305 + P351 + P338
Personal Protective Equipment Eyeshields;Faceshields;Gloves;type P2 (EN 143) respirator cartridges
Hazard Codes T:Toxic;
Risk Phrases R23/24/25;R36/37/38
Safety Phrases S26-S36/37/39-S45-S22
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS UR0717000
Packaging Group III
Hazard Class 6.1
HS Code 2933990090

 Customs

HS Code 2933990090
Summary 2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

 Articles30

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Spectroscopic, electronic structure and natural bond analysis of 2-aminopyrimidine and 4-aminopyrazolo[3,4-d]pyrimidine: a comparative study.

Spectrochim. Acta. A. Mol. Biomol. Spectrosc. 96 , 226-41, (2012)

The FTIR and FT-Raman spectra of 2-aminopyrimidine (2-AP) and 4-aminopyrazolo[3,4-d]pyrimidine (4-APP) has been recorded in the region 4000-400 and 3500-100 cm(-1), respectively. The tautomeric stabil...

 Synonyms

Methyl 3-piperidinylacetate hydrochloride (1:1)
7-deaza-8-aza-adenine
8-aza-7-deazaadenine
1H-Pyrazolo[3,4-d]pyrimidin-4-amine
1H-pyrazolo[3,4-d]pyrimidin-4-ylamine
EINECS 219-174-6
pyrazolo[3,4-d]pyrimidin-4-amine
Pyrazoloadenine
Aminopurinol
4-aminopyrazolo-(3,4-d)pyrimidine
4-aminopyrazolo[5,4-d]pyrimidine
4-Aminopyrazolopyrimidine
1H-Pyrazolo[3,4-d]pyrimidine-4-ylamine 4-Amino-1H-pyrazolo[3,4-d]pyrimidine
Pyrazolo[3,4-d]pyrimidin-4-amin
4-app
ADENINE ANTIMETABOLITE
MFCD00005688
3-Piperidineacetic acid, methyl ester, hydrochloride (1:1)
4-AMINOPYRAZOLO{3,4-D}PYRIMIDINE
1(H)-4-amine-pyrazolo[3,4-d]pyrimidine
4-Amino pyrazolo[3,4-d]pyrimidine
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