181288-08-4

Basic information

• Product Name: Benzenamine, 4-(1-methylpropyl)-, (R)- (9CI)
• Synonyms: Benzenamine, 4-(1-methylpropyl)-, (R)- (9CI)
• CAS NO: 181288-08-4
• Molecular Formula: C10H15N
• Molecular Weight: 149.2328
• Product Categories: AMINEPRIMARY
• Mol File: 181288-08-4.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: Benzenamine, 4-(1-methylpropyl)-, (R)- (9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: Benzenamine, 4-(1-methylpropyl)-, (R)- (9CI)(181288-08-4)
• EPA Substance Registry System: Benzenamine, 4-(1-methylpropyl)-, (R)- (9CI)(181288-08-4)

Safety Data

• Hazardous Substances Data: 181288-08-4(Hazardous Substances Data)

Upstream product

• 30273-11-1 4-sec-butylaniline 
• 513-48-4 2-butyl iodide 
• 540-37-4 p-aminoiodobenzene 
• 92100-30-6 p-nitro-sec-butylbenzene 
• 135-98-8 sec-Butylbenzene 
• 4237-40-5 1-(iso-propyl)-4-nitrobenzene 
• 62-53-3 aniline 
• 78-92-2 iso-butanol 
• 5435-44-9 (E)-3-Ureido-but-2-enoic acid ethyl ester 

Downstream Products

• 88329-16-2 4-(sec-butyl)-N,N-dimethylaniline 
• 287976-94-7 4-(3-methylpropyl)-N,N-bis(4-bromophenyl)aniline 
• 423774-97-4 N,N-diphenyl-4-sec-butylphenylamine 
• 27799-00-4 4-sec-butyl-1-iodobenzene 
• 948889-68-7 C₁₈H₂₁NO₂ 

Relevant articles and documents

Nickel-catalyzed Negishi cross-coupling reactions of secondary alkylzinc halides and aryl iodides

A general Ni-catalyzed process for the cross-coupling of secondary alkylzinc halides and aryl/heteroaryl iodides has been developed. This is the first process to overcome the isomerization and β-hydride elimination problems that are associated with the use of secondary nucleophiles, and that have limited the analogous Pd-catalyzed systems. The impact of salt additives was also investigated. It was found that the presence of LiBF4 dramatically improves both isomeric retention and yield for challenging substrates.(Figure Presented)

Synthesis and evaluation of 4-alkylanilines as mammary tumor inhibiting aromatase inhibitors

The 4-alkylanilines 1-20 were synthesized to elucidate the importance of the glutarimide moiety for the aromatase inhibiting activity of aminoglutethimide [3-(4-aminophenyl)-3-ethylpiperidine-2,6-dione, AG], the only non-steroidal aromatase inhibitor which is commercially available at present. The most interesting compounds were the (4-aminophenyl)cycloalkanes 4-6 (4, c-pentyl; 5, c-hexyl; 6, c-heptyl) and the 1-alkyl-1-(4-aminophenyl)cyclohexanes 1-3 (1, CH3; 2, C2H5; 3, n-C3H7). Derivatives 1-6 are stronger inhibitors of human placental aromatase than AG exhibiting relative potencies from 1.5 to 2.7 (AG≡1). For selectivity of action, the inhibition of desmolase (cholesterol side chain cleavage enzyme) was determined. Compounds 1-3 showed an inhibition comparable to AG, whereas compounds 4-6 exhibited no effect on desmolase. Being more potent and selective aromatase inhibitors in vitro, compounds 4-6, however, were not superior to AG in vivo, when the reduction of plasma estradiol concentration and the tumor inhibiting activity (PMSG-primed SD rats and DMBA-induced mammary carcinoma of the SD rat, postmenopausal model) were concerned.

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