87109-89-5

Basic information

• Product Name: 2,6-Piperidinedicarboxylic acid, 1-(phenylmethyl)-, dimethyl ester, (2R,6S)-rel-
• CAS NO: 87109-89-5
• Molecular Formula: C16H21NO4
• Molecular Weight: 291.347
• Mol File: 87109-89-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2,6-Piperidinedicarboxylic acid, 1-(phenylmethyl)-, dimethyl ester, (2R,6S)-rel-(CAS DataBase Reference)
• NIST Chemistry Reference: 2,6-Piperidinedicarboxylic acid, 1-(phenylmethyl)-, dimethyl ester, (2R,6S)-rel-(87109-89-5)
• EPA Substance Registry System: 2,6-Piperidinedicarboxylic acid, 1-(phenylmethyl)-, dimethyl ester, (2R,6S)-rel-(87109-89-5)

Safety Data

• Hazardous Substances Data: 87109-89-5(Hazardous Substances Data)

Upstream product

• 59234-46-7 dimethyl (2R,6S)-piperidine-2,6-dicarboxylate 
• 100-39-0 benzyl bromide 
• 408320-48-9 2,6-Dibromo-heptanedioyl dichloride 
• 499-83-2 Pyridine-2,6-dicarboxylic acid 
• 5453-67-8 2,6-bis(methoxycarbonyl)pyridine 
• 142-79-0 pimeloyl chloride 
• 111-16-0 heptanedioic acid 
• 868-73-5 dimethyl 2,6-dibromoheptadioate 
• 100-46-9 benzylamine 

Downstream Products

• 246245-91-0 (2R,6R)-1-(phenylmethyl)-2-(2-propen-1-yl)-2,6-piperidinedicarboxylic acid dimethyl ester 
• 246031-44-7 (2R,6R)-1,2-Dibenzyl-piperidine-2,6-dicarboxylic acid dimethyl ester 
• 128580-93-8 N-benzyl-cis-2,6-bis(hydroxymethyl)piperidine 
• 130291-44-0 (2S,6S)-1-Benzyl-2,6-bis-benzyloxymethyl-piperidine 
• 381223-68-3 N-benzyl-cis-2,6-bis(chloromethyl)piperidine 

Relevant articles and documents

CONJUGATES OF 2,4-ETHANO-BRIDGED AND 2,4-PROPANO-BRIDGED 3,6,9-TRIAZA-NONANOIC ACID, 3N,6N,9,9N-TETRAETHANOIC ACID, AND CORRESPONDING PHOSPHORIC ACID METHYLENE DERIVATIVES AND THE SUBSTITUTION PRODUCTS THEREOF WITH BIOMOLECULES, METHODS FOR THE PRODUCTION THEREOF, AND THE USE OF THE SAME FOR PRODU

The invention relates to conjugates of 2,4-ethano-bridged and 2,4-propano-bridged 3,6,9-triaza-nonanoic acid, N,N,N-tetraethanoic acid, and corresponding phosphoric acid ester methylene derivatives of formula (1) - wherein the substituents are defined as cited in patent claim 1 - and the substitution products thereof with biomolecules. The invention also relates to methods for producing said conjugates and to the use of the same as contrasting media in NMR diagnosis and radiodiagnosis, and for radiotherapy.

Synthesis, modelling, and μ-opioid receptor affinity of N-3(9)-arylpropenyl-N-9(3)-propionyl-3,9-diazabicyclo[3.3.1]nonanes

A series of N-3-arylpropenyl-N-9-propionyl-3,9-diazabicyclo[3.3.1]nonanes (1a-g) and of reverted N-3-propionyl-N-9-arylpropenyl isomers (2a-g), as homologues of the previously reported analgesic 3,8-diazabicyclo[3.2.1]octanes (I-II), were synthesized and evaluated for the binding affinity towards opioid receptor subtypes μ, δ and κ. Compounds 1a-g and 2a-g exhibited a strong selective μ-affinity with Ki values in the nanomolar range, which favourably compared with those of I and II. In addition, contrary to the trend observed for DBO-I, II, the μ-affinity of series 2 is markedly higher than that of the isomeric series 1. This aspect was discussed on the basis of the conformational studies performed on DBN which allowed hypotheses on the mode of interaction of these compounds with the μ receptor.