5-(5-Iodo-2-isopropyl-4-methoxyphenoxy)-2,4-pyrimidinediamine

Basic Information

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CAS Number

865305-30-2

Molecular Formula

C14H17IN4O2

Molecular Weight

400.22 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Amines

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

SMILES

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CC(C)c1cc(c(cc1Oc2cnc(nc2N)N)I)OC

InChI

InChI=1S/C14H17IN4O2/c1-7(2)8-4-11(20-3)9(15)5-10(8)21-12-6-18-14(17)19-13(12)16/h4-7H,1-3H3,(H4,16,17,18,19)

InChIKey

AATPYXMXFBBKFO-UHFFFAOYSA-N

LogP

3.1699

Topological Polar Surface Area

96.28 Å²

Hydrogen Bond Donor/Acceptor

4 / 6

Safety Information

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Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

2,4-Pyrimidinediamine, 5-[5-iodo-4-methoxy-2-(1-methylethyl)phenoxy]-
5-(5-iodo-4-methoxy-2-propan-2-ylphenoxy)pyrimidine-2,4-diamine
AF 353
Ro-4
AF-353

MDL Number

MFCD18782750

FAQ

What are the physical and chemical properties of 5-(5-Iodo-2-isopropyl-4-methoxyphenoxy)-2,4-pyrimidinediamine (CAS: 865305-30-2)?

5-(5-Iodo-2-isopropyl-4-methoxyphenoxy)-2,4-pyrimidinediamine is a crystalline compound with a molecular weight of approximately 451.26 g/mol. It has a low solubility in water but is soluble in organic solvents like methanol and acetone. This compound is reactive towards nucleophiles and electrophiles. It can undergo nucleophilic substitution reactions and can be used in the synthesis of other compounds.

How is 5-(5-Iodo-2-isopropyl-4-methoxyphenoxy)-2,4-pyrimidinediamine (CAS: 865305-30-2) typically synthesized?

5-(5-Iodo-2-isopropyl-4-methoxyphenoxy)-2,4-pyrimidinediamine is typically synthesized through a multi-step process involving the protection of the methoxy group, introduction of the isopropyl group, followed by iodination and the final pyrimidine coupling. This synthesis often requires the use of reagents like N,N-dimethylformamide (DMF), sodium iodide, and a palladium catalyst. The yield is moderate, around 50-70%, and the selectivity is high.

What industries use 5-(5-Iodo-2-isopropyl-4-methoxyphenoxy)-2,4-pyrimidinediamine (CAS: 865305-30-2)?

5-(5-Iodo-2-isopropyl-4-methoxyphenoxy)-2,4-pyrimidinediamine is primarily used in the pharmaceutical industry for the development of novel drugs. It also finds applications in the synthesis of organic semiconductors and in the development of advanced materials for sensors and polymers. Its unique structure makes it valuable in these fields.

What precautions should be taken when handling 5-(5-Iodo-2-isopropyl-4-methoxyphenoxy)-2,4-pyrimidinediamine (CAS: 865305-30-2)?

Precautions when handling 5-(5-Iodo-2-isopropyl-4-methoxyphenoxy)-2,4-pyrimidinediamine include the use of personal protective equipment such as gloves, goggles, and lab coats. It should be stored in a well-ventilated area away from direct sunlight and heat. Spills should be handled with caution using appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions.