AP1867-2-(carboxymethoxy) - CAS 2230613-03-1

AP1867-2-(carboxymethoxy), the AP1867 (a synthetic FKBP12F36V-directed ligand) based moiety, binds to CRBN ligand via a linker to form dTAG molecules. It is a ligand and a binder that contributes to the enhancer-promoter structural interactions of DNA elements.

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Molecular Formula
C38H47NO11
Molecular Weight
693.78

AP1867-2-(carboxymethoxy)

    • Specification
      • Purity
        ≥96%
        Solubility
        Soluble in DMSO
        Appearance
        Solid Powder
        Storage
        Store at 2-8°C, protect from light
        IUPAC Name
        2-[2-[(1R)-3-(3,4-dimethoxyphenyl)-1-[(2S)-1-[(2S)-2-(3,4,5-trimethoxyphenyl)butanoyl]piperidine-2-carbonyl]oxypropyl]phenoxy]acetic acid
        Synonyms
        PROTAC FKBP12-binding moiety 2; 2-(2-((R)-3-(3,4-Dimethoxyphenyl)-1-(((S)-1-((S)-2-(3,4,5-trimethoxyphenyl)butanoyl)piperidine-2-carbonyl)oxy)propyl)phenoxy)acetic acid; 2-Piperidinecarboxylic acid, 1-[(2S)-1-oxo-2-(3,4,5-trimethoxyphenyl)butyl]-, (1R)-1-[2-(carboxymethoxy)phenyl]-3-(3,4-dimethoxyphenyl)propyl ester, (2S)-; Ortho-AP1867
    • Properties
      • Boiling Point
        819.2±65.0°C (Predicted)
        Density
        1.214±0.06 g/cm3 (Predicted)
        InChI Key
        UYXSZUBFOQLRNQ-BTIIJPOSSA-N
        InChI
        InChI=1S/C38H47NO11/c1-7-26(25-21-33(46-4)36(48-6)34(22-25)47-5)37(42)39-19-11-10-13-28(39)38(43)50-30(27-12-8-9-14-29(27)49-23-35(40)41)17-15-24-16-18-31(44-2)32(20-24)45-3/h8-9,12,14,16,18,20-22,26,28,30H,7,10-11,13,15,17,19,23H2,1-6H3,(H,40,41)/t26-,28-,30+/m0/s1
        Canonical SMILES
        CCC(C1=CC(=C(C(=C1)OC)OC)OC)C(=O)N2CCCCC2C(=O)OC(CCC3=CC(=C(C=C3)OC)OC)C4=CC=CC=C4OCC(=O)O
    • Reference Reading
      • 1. Cefixime
        Although no information is available on the use of cefixime during breastfeeding, cephalosporins are generally not be expected to cause adverse effects in breastfed infants. Occasionally disruption of the infant's gastrointestinal flora, resulting in diarrhea or thrush have been reported with cephalosporins, but these effects have not been adequately evaluated. Cefixime is acceptable in nursing mothers.
        2. N-(3-[18F]Fluoropropyl)-2β-carbomethoxy-3β-(4-iodophenyl)nortropane
        Kam Leung
        Dopamine, a neurotransmitter, plays an important role in the mediation of movement, cognition, and emotion. Parkinson's disease (PD) is associated with a loss of dopamine-containing neurons in the striatum, resulting in a loss of dopamine transporters (DAT) in the presynaptic nerve terminals (1, 2). Reduction of DAT density is inversely correlated with the severity of motor dysfunction in PD patients. Several cocaine analogs were developed for the evaluation of DAT density in neurons of PD patients. Radiolabeled 2β-carboxymethoxy-3β-(4-iodophenyl)tropane (β-CIT) andN-(3-fluoropropyl)-2β-carbomethoxy-3β-(4-iodophenyl)nortropane (FP-CIT) have been used for brain imaging (3-6). Because of the short physical half-live of11C- of11C-labeled analogs, equilibrium conditions are difficult to achieve in positron emission tomography (PET) measurements. [123I]β-CIT was studied in single photon emission computed tomography (SPECT), which showed slow tracer uptake kinetics (7, 8). This led to the development ofN-(3-[18F]fluoropropyl)-2β-carbomethoxy-3β-(4-iodophenyl)nortropane ([18F]FP-CIT) for PET brain imaging in PD patients (4).
        3. N-4-Fluorobut-2-yn-1-yl-2β-carbo-[11C]methoxy-3β-phenyltropane
        Kam Leung
        Dopamine, a neurotransmitter, plays an important role in the mediation of movement, cognition, and emotion. Parkinson's disease (PD) is associated with a loss of dopamine-containing neurons in the striatum, resulting in a loss of dopamine transporter (DAT) in the presynaptic nerve terminals (1, 2). Reduction of DAT density is inversely correlated with the severity of motor dysfunction in PD patients. Several (-)-cocaine analogs were developed for the evaluation of DAT density in neurons of PD patients. Radiolabeled 2β-carboxymethoxy-3β-(4-iodophenyl)tropane (β-CIT) andN-(3-fluoropropyl)-2β-carbomethoxy-3β-(4-iodophenyl)nortropane (FP-CIT) have been used for brain imaging (3-6). Because of the short physical half-life of11C-labeled analogs, equilibrium conditions are difficult to achieve in positron emission tomography (PET) measurements. [123I]β-CIT was studied in single-photon emission computed tomography (SPECT) and showed slow tracer uptake kinetics (7, 8). A tropane derivative, [11C]-(E)-N-(4-fluorobut-2-enyl)-2β-carbomethoxy-3β-(4'-tolyl)nortropane ([11C]LBT-999), was evaluated as a radioligand for studies of DAT with PET imaging (9-11).N-4-Fluorobut-2-yn-1-yl-2β-carbo-[11C]methoxy-3β-phenyltropane ([11C]PR04.MZ) was developed through the use of a conformational restriction approach based on (-)-cocaine (12). PR04.MZ exhibited a 100-fold higher potency than (-)-cocaine in inhibition of human DAT and better selectivity over the human noradrenalin transporter (hNET) and human serotonin transporter (hSERT). [11C]PR04.MZ has been evaluated as a radioligand for studies of DAT with PET imaging.
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