36603-28-8

Basic information

• Product Name: 5-phenylpentanamide
• Synonyms: benzenepentanamide
• CAS NO: 36603-28-8
• Molecular Formula: C₁₁H₁₅NO
• Molecular Weight: 177.2429
• Mol File: 36603-28-8.mol

Chemical Properties

• Boiling Point: 376.6°C at 760 mmHg
• Flash Point: 181.5°C
• Density: 1.027g/cm³
• Vapor Pressure: 7.18E-06mmHg at 25°C
• Refractive Index: 1.529
• CAS DataBase Reference: 5-phenylpentanamide(CAS DataBase Reference)
• NIST Chemistry Reference: 5-phenylpentanamide(36603-28-8)
• EPA Substance Registry System: 5-phenylpentanamide(36603-28-8)

Safety Data

• Hazardous Substances Data: 36603-28-8(Hazardous Substances Data)

Upstream product

• 143097-80-7 2-bromo-4-phenylbutane 
• 1609-86-5 Tert-butyl isocyanate 
• 79-06-1 2-propenamide 
• 501-52-0 3-Phenylpropionic acid 
• 13633-25-5 1-Bromo-4-phenylbutane 
• 20371-41-9 5-phenylvaleric acid chloride 
• 1009-14-9 phenyl butyl ketone 

Downstream Products

• 91132-81-9 5-oxo-5-phenyl-valeric acid amide 
• 111944-10-6 methyl N-(4-phenylbutyl)carbamate 
• 100794-46-5 3-chloro-propionic acid-(5-phenyl-pentylamide) 
• 17734-21-3 5-phenylpentylamine 
• 13214-66-9 4-phenyl-1-butylamine 

Relevant articles and documents

Ligand-Controlled Regiodivergent Catalytic Amidation of Unactivated Secondary Alkyl Bromides

A regiodivergent Ni-catalyzed amidation of unactivated secondary alkyl bromides is described. The site-selectivity of the amidation event is dictated by subtle differences on the ligand backbone, allowing introduction of the amide function at either the original sp3 carbon-halide bond or at distal sp3 C-H sites within an alkyl side-chain via chain-walking scenarios.

Sequential Intermolecular Radical Addition and Reductive Radical Cyclization of Tyrosine and Phenylalanine Derivatives with Alkenes via Photoinduced Decarboxylation: Access to Ring-Constrained γ-Amino Acids

Sequential radical addition to alkenes and reductive radical cyclization of phenylalanine and tyrosine derivatives via photoinduced decarboxylation furnished ring-constrained γ-amino acids under mild conditions. A variety of alkenes such as acrylamides and acrylic esters could be employed in the photoinduced radical cascade cyclization. The yields of the ring-constrained γ-amino acids are dependent on the electron-accepting ability and steric hindrance of the alkene used. The proposed sequential reaction can also be applied for direct tethering of dipeptides to yield unique ring-constrained tetrapeptides.

Nickel-Catalyzed Reductive Amidation of Unactivated Alkyl Bromides

A user-friendly, nickel-catalyzed reductive amidation of unactivated primary, secondary, and tertiary alkyl bromides with isocyanates is described. This catalytic strategy offers an efficient synthesis of a wide range of aliphatic amides under mild conditions and with an excellent chemoselectivity profile while avoiding the use of stoichiometric and sensitive organometallic reagents.

Hypervalent iodine catalyzed hofmann rearrangement of carboxamides using oxone as terminal oxidant

Hofmann rearrangement of carboxamides to carbamates using Oxone as an oxidant can be efficiently catalyzed by iodobenzene. This reaction involves hypervalent iodine species generated in situ from catalytic amount of PhI and Oxone in the presence of 1,1,1,3,3,3-hexafluoroisopropanol (HFIP) in aqueous methanol solutions. Under these conditions, Hofmann rearrangement of various carboxamides affords corresponding carbamates in high yields.

Discovery and biological evaluation of novel cyanoguanidine P2X7 antagonists with analgesic activity in a rat model of neuropathic pain

We disclose the design of a novel series of cyanoguanidines that are potent (IC50 ? 10-100 nM) and selective (≥100-fold) P2X7 receptor antagonists against the other P2 receptor subtypes such as the P2Y2, P2X4, and P2X3. We also found that these P2X7 antagonists effectively reduced nociception in a rat model of neuropathic pain (Chung model). Particularly, analogue 53 proved to be effective in the Chung model, with an ED50 of 38 μmol/kg after intraperitoneal administration. In addition compound 53 exhibited antiallodynic effects following oral administration and maintained its efficacy following repeated administration in the Chung model. These results suggest an important role of P2X7 receptors in neuropathic pain and therefore a potential use of P2X7 antagonists as novel therapeutic tools for the treatment of this type of pain.

Cyanoamidine P2X7 antagonists for the treatment of pain

Novel cyanoamidines compounds of formula (I) and (II) and their derivatives wherein R1-R12 are as defined in the specification act as antagonists of the P2X7 receptor. These compounds are particularly useful in the treatment of pain, inflammation and neurodegeneration states.