3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Base Information

• Chemical Name: 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine
• CAS No.: 151266-23-8
• Molecular Formula: C5H4IN5
• Molecular Weight: 261.025
• Hs Code.: 29335990
• European Community (EC) Number: 688-977-5
• DSSTox Substance ID: DTXSID00364058
• Nikkaji Number: J3.015.300F
• Wikidata: Q72438425
• Mol file: 151266-23-8.mol

Synonyms:151266-23-8;3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine;4-Amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine;4-Amino-3-iodopyrazolo[3,4-d]pyrimidine;3-iodo-2H-pyrazolo[3,4-d]pyrimidin-4-amine;1H-Pyrazolo[3,4-d]pyrimidin-4-amine, 3-iodo-;3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-ylamine;MFCD03787931;3-iodo-1H-pyrazolo{3,4-d}pyrimidin-4-amine;SCHEMBL8801;7-iodo-7-deaza-8-aza-adenine;DTXSID00364058;BCP08713;AKOS015853606;CS-W009055;PB15752;SB21681;1H-Pyrazolo[3,4-d]pyrimidin-4-amine,;3-iodo-4-Aminopyrazolo[3,4-d]pyridine;3-iodopyrazolo[3,4-d]pyrimidin-4-amine;4-AMino-3-iodopyrazolo[3,4-d]pyridine;AC-26933;AM803252;AS-20113;SY007580;3-iodo-4-amino-1h-pyrazolo[3,4-d]pyridine;FT-0651030;I0941;1H-Pyrazolo[3,4-d]pyrimidin-4-amine,3-iodo-;3-Iodo-1H-pyrazolo[3,4-d]pyrimidine-4-amine;3-iodo-4-aMino-1H-pyrazolo[3,4-d]pyriMidine;EN300-192498;3-iodo-1h-pyrazolo [3, 4-d]pyrimidin-4-amine;A809151;W-201348;3-Iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine, AldrichCPR;3-iodo- 3-IODO-1H-PYRAZOLO[3,4-D]PYRIMIDIN-4-YLAMINE

Chemical Property of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

Chemical Property:

• Boiling Point: 498.8 °C at 760 mmHg
• PKA: 10.50±0.20(Predicted)
• Flash Point: 255.5 °C
• PSA: 80.48000
• Density: 2.465 g/cm³
• LogP: 1.12090
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Sensitive.: Light Sensitive
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 260.95114
• Heavy Atom Count: 11
• Complexity: 154

Purity/Quality:

98% ^*data from raw suppliers

3-Iodo-3H-pyrazolo[3,4-d]pyrimidin-4-amine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xn
• Statements: 36/37/38-22
• Safety Statements: 26-36/37/39-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=NC2=NNC(=C2C(=N1)N)I
• Uses: 3-Iodo-3H-pyrazolo[3,4-d]pyrimidin-4-amine acts as a reagent in the discovery and preparation of CHMFL-FLT3-122 as potent and orally available FLT3 kinase inhibitor for FLT3-ITD positive acute myeloid leukemia. Development and preparation of potent and selective Plasmodium falciparum calcium-dependent protein kinase 4 (PfCDPK4) inhibitors that block the transmission of malaria to mosquitoes.

Technology Process of 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine

There total 6 articles about 3-iodo-1H-pyrazolo[3,4-d]pyrimidin-4-amine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

4-Aminopyrazolo<3,4-d>pyrimidin (2380-63-4) → 4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine (151266-23-8)

Guidance literature:

With N-iodo-succinimide; In N,N-dimethyl-formamide; at 80 ℃;

Reference yield: 97.0%

4-aminopyrazolo[3,4-d]pyrimidine (64834-00-0) → 4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine (151266-23-8)

Guidance literature:

With N-iodo-succinimide; In N-methyl-acetamide; water;

Reference yield: 86.0%

N-iodo-succinimide (516-12-1) + 4-Aminopyrazolo<3,4-d>pyrimidin (2380-63-4) → 4-amino-3-iodo-1H-pyrazolo[3,4-d]pyrimidine (151266-23-8)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 12h;

upstream raw materials:

4-Aminopyrazolo<3,4-d>pyrimidin

4-aminopyrazolo[3,4-d]pyrimidine

N-iodo-succinimide

4-chloro-1H-pyrazolo[3,4-d]pyrimidine

Downstream raw materials:

3-iodo-1-(propan-2-yl)-1H-pyrazolo[3,4-d]pyrimidin-4-amine

(R)-1-(3-(4-amino-3-(3-(trifluoromethyl)phenyl)-1H-pyrazolo[3,4-d]pyrimidin-1-yl)piperidin-1-yl)prop-2-en-1-one

C₃₃H₄₁N₇O₃

C₂₈H₃₃N₇O*ClH

Refernces

• 1、 Le, Hoang-Ngoan,Brazard, Johanna,Barnoin, Guillaume,Vincent, Steve,Michel, Beno?t Y.,Leonard, Jérémie,Burger, Alain. "Control of Intermolecular Photoinduced Electron Transfer in Deoxyadenosine-Based Fluorescent Probes". . p. 1364 - 1373. Retrieved 2021.
• 2、 Engel, Julian,Becker, Christian,Lategahn, Jonas,Keul, Marina,Ketzer, Julia,Mühlenberg, Thomas,Kollipara, Laxmikanth,Schultz-Fademrecht, Carsten,Zahedi, René P.,Bauer, Sebastian,Rauh, Daniel. "Insight into the Inhibition of Drug-Resistant Mutants of the Receptor Tyrosine Kinase EGFR". . p. 10909 - 10912. Retrieved 2016.
• 3、 -. "Aminopyrimido pyrazole/pyrrole derivatives and preparation method and application thereof". Paragraph 0119-0121. . Retrieved 2021/06/21.
• 4、 -. "BENZENESULFONAMIDE DERIVATIVES AND USES THEREOF". Paragraph 00204-00205. . Retrieved 2021/02/12.