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| CAS No.: | 2380-63-4 |
|---|---|
| Name: | 4-Aminopyrazolo[3,4-d]pyrimidine |
| Article Data: | 47 |
| Molecular Structure: | |
|
|
|
| Formula: | C5H5N5 |
| Molecular Weight: | 135.128 |
| Synonyms: | 1H-Pyrazolo[3,4-d]pyrimidine,4-amino- (6CI,7CI,8CI);1H-Pyrazolo[3,4-d]pyrimidin-4-ylamine;8-Aza-7-deazaadenine;NSC 1393;1H-Pyrazolo[3,4-d]pyrimidin-4-amine; |
| EINECS: | 219-174-6 |
| Density: | 1.612 g/cm3 |
| Melting Point: | >325 °C(lit.) |
| Boiling Point: | 431.088 °C at 760 mmHg |
| Flash Point: | 244.382 °C |
| Solubility: | Insoluble in water. |
| Appearance: | Light tan solid |
| Hazard Symbols: |
 T
|
| Risk Codes: | 25-36/37/38-23/24/25 |
| Safety: | 26-36/37/39-45-22 |
| Transport Information: | UN 2811 6.1/PG 3 |
| PSA: | 80.48000 |
| LogP: | 0.51630 |
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- 68439-39-4Poly(oxy-1,2-ethanediyl), alpha-(2-ethylhexyl)-omega-hydroxy-,
- 16617-46-2
3-Amino-4-cyanopyrazole
- 77287-34-4, 77287-35-5, 60100-09-6
formamide
- 2380-63-4
4-Aminopyrazolo<3,4-d>pyrimidin
| Conditions | Yield |
|---|---|
| at 180℃; | 100% |
| at 170℃; for 5h; Inert atmosphere; | 94% |
| for 1h; Reflux; | 93% |
- 77287-34-4, 77287-35-5, 60100-09-6
formamide
- 16617-46-2
3-amino-4-cyano-2H-pyrazole
- 2380-63-4
4-Aminopyrazolo<3,4-d>pyrimidin
| Conditions | Yield |
|---|---|
| at 180℃; Inert atmosphere; | 95% |
| at 180℃; for 2h; Microwave irradiation; | 93% |
| at 180℃; for 2h; Microwave irradiation; | 93% |
- 16617-46-2
3-Amino-4-cyanopyrazole
- 2380-63-4
4-Aminopyrazolo<3,4-d>pyrimidin
| Conditions | Yield |
|---|---|
| In formamide | 87% |
- 16617-46-2
3-Amino-4-cyanopyrazole
B
- 2380-63-4
4-Aminopyrazolo<3,4-d>pyrimidin
| Conditions | Yield |
|---|---|
| In formamide | A n/a B 87% |
- 3473-63-0
formamidine acetic acid
- 16617-46-2
3-amino-4-cyano-2H-pyrazole
- 2380-63-4
4-Aminopyrazolo<3,4-d>pyrimidin
| Conditions | Yield |
|---|---|
| at 120℃; for 45h; Temperature; Concentration; Inert atmosphere; | 84.1% |
| In ethanol for 5h; Reflux; | 75% |
- 78972-81-3
N1,N1-dimethyl-N2-[4-cyanopyrazol-5-yl]formamidine
- 2380-63-4
4-Aminopyrazolo<3,4-d>pyrimidin
| Conditions | Yield |
|---|---|
| With ammonium hydroxide for 5h; Heating; | 80% |
- 2380-63-4
4-Aminopyrazolo<3,4-d>pyrimidin
- 83255-86-1
3-bromo-4-aminopyrazolo<3,4-d>pyrimidine
| Conditions | Yield |
|---|---|
| With N-Bromosuccinimide In N,N-dimethyl-formamide at 60℃; for 3h; | 100% |
| With N-Bromosuccinimide In N,N-dimethyl-formamide at 80℃; for 5h; | 92% |
| With N-Bromosuccinimide In N,N-dimethyl-formamide at 60℃; | 91% |
- 2380-63-4
4-Aminopyrazolo<3,4-d>pyrimidin
- 151266-23-8
4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine
| Conditions | Yield |
|---|---|
| With N-iodo-succinimide In N,N-dimethyl-formamide at 80℃; | 100% |
| With N-iodo-succinimide In N,N-dimethyl-formamide at 80℃; for 5h; | 98% |
| With N-iodo-succinimide In N,N-dimethyl-formamide for 12h; | 97% |
- 2380-63-4
4-Aminopyrazolo<3,4-d>pyrimidin
- 684-16-2
Hexafluoroacetone
- 125509-32-2
2,2,4,4-tetrakis(trifluoromethyl)-2,8-dihydro<1,3,5>oxadiazino<3,4-c>pyrazolopyrimidine
| Conditions | Yield |
|---|---|
| In N,N-dimethyl-formamide at 80℃; for 24h; | 95% |
| Conditions | Yield |
|---|---|
| With dmap In tetrahydrofuran at 20℃; Inert atmosphere; | 90% |
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Chemistry
IUPAC Name:1H-Pyrazolo[3,4-d]pyrimidin-4-amine
Synonyms: 4-Aminopyrazolo(3,4-d)pyrimidine ; 1H-Pyrazolo(3,4-d)pyrimidin-4-amine ; 1H-Pyrazolo(3,4-d)pyrimidine, 4-amino- ;1H-pyrazolo[3,4-d]pyrimidin-4-amine ; 1H-Pyrazolo[3,4-d]pyrimidin-4-ylamine ; 1H-Pyrazolo[3,4-d]pyrimidine, 4-amino-
Product Categories: Pyrimidine ;Pyridines, Pyrimidines, Purines and Pteredines;Heterocyclic Compounds;Heterocycles
Mol File: 2380-63-4.mol
Molecular Structure : 
Molecular Formula: C5H5N5
Molecular Weight: 135.13
CAS NO: 2380-63-4
EINECS : 219-174-6
BRN : 5824
Mol File: 2380-63-4.mol
Index of Refraction: 1.837
Surface Tension: 122.7 dyne/cm
Density: 1.612 g/cm3
Flash Point: 244.4 °C
Enthalpy of Vaporization: 68.67 kJ/mol
Boiling Point: 431.1 °C at 760 mmHg
Vapour Pressure: 1.23E-07 mmHg at 25°C
Melting point: >325 °C(lit.)
Appearance: Pyrazoloadenine (CAS NO. 2380-63-4) is light tan solid.
Toxicity Data With Reference
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| cat | LDLo | intravenous | 100mg/kg (100mg/kg) | LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES GASTROINTESTINAL: CHANGES IN STRUCTURE OR FUNCTION OF SALIVARY GLANDS KIDNEY, URETER, AND BLADDER: URINE VOLUME INCREASED | Proceedings of the Society for Experimental Biology and Medicine. Vol. 93, Pg. 398, 1956. |
| mouse | LD10 | unreported | 15mg/kg (15mg/kg) | LIVER: OTHER CHANGES | Progress in Medical Chemistry. Vol. 7, Pg. 69, 1970. |
| mouse | LD50 | intraperitoneal | 181mg/kg (181mg/kg) | National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986, | |
| mouse | LD50 | oral | 180mg/kg (180mg/kg) | SENSE ORGANS AND SPECIAL SENSES: CILIARY SPASM: EYE SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: EXCITEMENT | Proceedings of the Society for Experimental Biology and Medicine. Vol. 93, Pg. 398, 1956. |
| rat | LD50 | intraperitoneal | 228mg/kg (228mg/kg) | SENSE ORGANS AND SPECIAL SENSES: CILIARY SPASM: EYE SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: EXCITEMENT | Proceedings of the Society for Experimental Biology and Medicine. Vol. 93, Pg. 398, 1956. |
| rat | LD50 | oral | 141mg/kg (141mg/kg) | SENSE ORGANS AND SPECIAL SENSES: CILIARY SPASM: EYE SENSE ORGANS AND SPECIAL SENSES: PTOSIS: EYE BEHAVIORAL: EXCITEMENT | Proceedings of the Society for Experimental Biology and Medicine. Vol. 93, Pg. 398, 1956. |
Consensus Reports
Reported in EPA TSCA Inventory.
Safety Profile
Poison by ingestion and intraperitoneal routes. Mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
Hazard Codes 
T
Risk Statements 36/37/38-23/24/25
R36/37/38: Pyrazoloadenine (CAS NO. 2380-63-4) is irritating to eyes, respiratory system and skin.
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed.
Safety Statements 26-36/37/39-45-22
S22:Do not breathe dust.
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection.
RIDADR UN 2811 6.1/PG 3
WGK Germany 3
RTECS UR0717000
HazardClass 6.1
PackingGroup III
Specification
General Information: As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear.
Extinguishing Media: Use carbon dioxide or dry chemical.
Handling: Avoid contact with skin and eyes. Do not breathe dust, vapor, mist, or gas.
Storage: Store Pyrazoloadenine (CAS NO. 2380-63-4) in a cool, dry place. Store in a tightly closed container.