113111-34-5 Usage
1-P-Tolyl-3-aza-bicyclo[3.1.0]hexane-2,4-dione (PTAD)
A heterocyclic compound consisting of 11 carbon atoms, 11 hydrogen atoms, 1 nitrogen atom, and 2 oxygen atoms.
Classification
Heterocyclic compound
Contains a ring structure with at least one ring having non-carbon atoms (e.g., nitrogen or oxygen) as part of the ring.
Bicyclic compound
Consists of two fused rings in its structure.
Dienophile
Active participant in the Diels-Alder reaction, a widely used organic synthesis method for creating six-membered rings by the reaction of a diene and a dienophile.
Reagent for detection and quantification
Used in the detection and quantification of maleic anhydride and other dienes, which are important intermediates in organic synthesis.
Organic synthesis
Utilized in the formation of complex organic molecules.
Pharmaceuticals
Involved in the production of various pharmaceutical compounds.
Materials science
Contributes to the development of new materials with specific properties.
Importance in the chemical industry
A valuable chemical compound due to its versatile applications in various fields, such as organic synthesis, pharmaceuticals, and materials science.
Check Digit Verification of cas no
The CAS Registry Mumber 113111-34-5 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,1,3,1,1 and 1 respectively; the second part has 2 digits, 3 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 113111-34:
(8*1)+(7*1)+(6*3)+(5*1)+(4*1)+(3*1)+(2*3)+(1*4)=55
55 % 10 = 5
So 113111-34-5 is a valid CAS Registry Number.
InChI:InChI=1/C12H11NO2/c1-7-2-4-8(5-3-7)12-6-9(12)10(14)13-11(12)15/h2-5,9H,6H2,1H3,(H,13,14,15)
113111-34-5Relevant articles and documents
1-Aryl-3-azabicyclohexanes, a New Series of Nonnarcotic Analgesic Agents
Epstein, Joseph W.,Brabander, Herbert J.,Fanshawe, William J.,Hofmann, Corris M.,McKenzie, Thomas C.,et al.
, p. 481 - 490 (2007/10/02)
A series of 1-aryl-3-azabicyclohexanes was synthesized by hydride reduction of 1-arylcyclopropanedicarboximides.Hydroxyphenyl analogues 20, 22, and 24 were prepared by EtSNa-DMF ether cleavage of the corresponding methoxyphenyl analogues 2m, 2n, and 23, respectively, with the secondary amines 20 and 22 going through the N-formyl intermediates 19 and 21.The p-ethoxy analogue 26 was obtained by O-ethylation of 19, followed by base hydrolysis of the amide 25.The greatest analgesic potency in mouse writhing and rat paw-pain assays was observed for para-substituted compounds.Bicifadine, 1-(4-methylphenyl)-3-azabicyclohexane (2b), was the most potent member of the series and is presently undergoing clinical trials in man.Analgesic activity of 2b is limited to the (+) enantiomer 2v, which has the 1R,5S absolute configuration as determined by single-crystal X-ray analysis.The N-methyl analogue (27d) of 2b showed significant analgesic potency, whereas the N-allyl (27a), N-(cyclopropylmethyl) (27b), and N-(n-hexyl) (27c) analogues were inactive.Bicifadine (2b) showed a nonnarcotic profile different from analogous azabicycloalkane and 3-phenylpyrrolidine analgesics.
