3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide | CAS No. 915385-81-8

3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide

Basic Information

CAS Number

915385-81-8

Molecular Formula

C23H25ClN2O

Molecular Weight

380.91 g/mol

AD

Basic Physical Properties

C1C2CC3(CC1CC(C2)(C3)C(=O)NCC4=CC=NC=C4)C5=CC=C(C=C5)Cl

InChI

InChI=1S/C23H25ClN2O/c24-20-3-1-19(2-4-20)22-10-17-9-18(11-22)13-23(12-17,15-22)21(27)26-14-16-5-7-25-8-6-16/h1-8,17-18H,9-15H2,(H,26,27)

InChIKey

CAOTVXGYTWCKQE-UHFFFAOYSA-N

LogP

4.889400000000003

Topological Polar Surface Area

41.99 Ų

Hydrogen Bond Donor/Acceptor

1 / 3

Complexity

551

Safety Information

View Safety Information

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

  • ABC294640
  • Opaganib
  • ABC 294640
  • Opaganib (ABC294640)
  • 3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide
  • DRG21OQ517
  • Yeliva
  • GTPL6624
  • HMS3402P05
  • BCP08959
  • BDBM50393642
  • SB17167
  • DB12764
  • API0017247
  • S7174
  • Q27074100
  • (1s,3r,5R,7S)-3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxami
  • 3-(4-Chlorophenyl)-N-(4-pyridinylmethyl)tricyclo[3.3.1.13,7]decane-1-carboxamide (ACI)
  • 4-PYRIDINYLMETHYL 3(4-CHLOROPHENYL)ADAMANTINE CARBOXAMIDE
  • CCG-268417
  • (1s,3r,5R,7S)-3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide
  • SCHEMBL1548333
  • OPAGANIB [INN]
  • CS-0877
  • EX-A1962
  • HY-16015
  • CHEBI:124965
  • BRD-A70814879-003-02-6
  • BRD-A70814879-001-01-2
  • DTXSID801318727
  • ABC294640Opaganib?

MDL Number

MFCD22666355

FAQ

What are the physical and chemical properties of 3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide (CAS: 915385-81-8)?

3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide is a crystalline solid with a molecular weight of approximately 393.14 g/mol. It has a low water solubility and is moderately soluble in common organic solvents like DMSO and acetonitrile. Chemically, it is relatively stable under normal conditions but may react with strong bases or reducing agents. It has a pKa of about 7.5 and a melting point of around 180-185°C.

How is 3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide (CAS: 915385-81-8) typically synthesized?

3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide is synthesized through a multi-step process involving the condensation of 4-chlorophenyl acetic acid with 1-adamantanecarboxylic acid, followed by coupling with 4-pyridylmethylamine. The process requires careful control of pH and temperature to achieve high yield and selectivity. The method typically involves the use of catalytic amounts of a base like triethylamine and a coupling reagent such as HATU or EDC. The final step is purification by column chromatography.

What industries use 3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide (CAS: 915385-81-8)?

3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide is primarily used in the pharmaceutical industry for its potential as a drug candidate. It may also find applications in the development of sensors and semiconductors due to its unique chemical structure and electronic properties. Further research is ongoing to explore its use in polymer synthesis and other advanced materials.

What precautions should be taken when handling 3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide (CAS: 915385-81-8)?

When handling 3-(4-chlorophenyl)-N-(pyridin-4-ylmethyl)adamantane-1-carboxamide, safety measures include wearing appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. It should be handled in a well-ventilated area or a fume hood to minimize inhalation risk. Spills should be cleaned up using appropriate absorbent materials and disposed of according to local regulations. Always refer to the Safety Data Sheet (SDS) for detailed handling and storage instructions.

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