4-Aminopyrazolo[3,4-d]pyrimidine

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Names

[ CAS No. ]:
2380-63-4

[ Name ]:
4-Aminopyrazolo[3,4-d]pyrimidine

[Synonym ]:
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

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

MSDS

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

[ 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%

Articles

Serotonergic regulation of excitability of principal cells of the dorsal cochlear nucleus.

J. Neurosci. 35(11) , 4540-51, (2015)

The dorsal cochlear nucleus (DCN) is one of the first stations within the central auditory pathway where the basic computations underlying sound localization are initiated and heightened activity in t...

Inhibition of ER stress-associated IRE-1/XBP-1 pathway reduces leukemic cell survival.

J. Clin. Invest. 124(6) , 2585-98, (2014)

Activation of the ER stress response is associated with malignant progression of B cell chronic lymphocytic leukemia (CLL). We developed a murine CLL model that lacks the ER stress-associated transcri...

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...


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Related Compounds

  • 4-Aminopyrazolo[3,4-d]pyrimidine-6-thiol
  • 1-Isopropyl-4-aminopyrazolo[3,4-d]pyrimidine
  • 3-[amino(nitroso)methylidene]-1,2-dihydropyrazolo[3,4-d]pyrimidin-4-amine
  • 3-BROMO-1-METHYL-1H-PYRAZOLO[3,4-D]PYRIMIDIN-4-AMINE
  • 4-amino-2H-pyrazolo[3,4-d]pyrimidine-3-carbothioamide
  • 3-[amino(hydrazinyl)methylidene]pyrazolo[3,4-d]pyrimidin-4-amine
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 2-chloro-6-fluoro-N-(3-(furan-2-yl)-1-(4-isopropyl-6-oxo-1,6-dihydropyrimidin-2-yl)-1H-pyrazol-5-yl)benzamide
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
  • 4-amino-N-[2-tert-butyl-1-(tetrahydro-2H-pyran-4-ylmethyl)-1H-benzimidazol-5-yl]-N-ethylbenzenesulfonamide