Mal-C2-cyclohexylcarboxyl-hydrazide hydrochloride - CAS 174422-72-1

Mal-C2-cyclohexylcarboxyl-hydrazide hydrochloride is a PROTAC linker, which is composed of alkyl chains. Mal-C2-cyclohexylcarboxyl-hydrazide hydrochloride can be used to synthesize a range of PROTACs.

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Molecular Formula
C₁₂H₁₈ClN₃O₃
Molecular Weight
287.74

Mal-C2-cyclohexylcarboxyl-hydrazide hydrochloride

    • Specification
      • Solubility
        In H2O: 33.33 mg/mL (115.83 mM; Need ultrasonic)
        In DMSO: 16.67 mg/mL (57.93 mM; Need ultrasonic)
        Storage
        Powder, -20°C, 3 years; 4°C, 2 years; In solvent, -80°C, 6 months; -20°C, 1 month
        Shipping
        Room temperature in continental US; may vary elsewhere.
        IUPAC Name
        4-[(2,5-dioxopyrrol-1-yl)methyl]cyclohexane-1-carbohydrazide;hydrochloride
    • Properties
      • InChI Key
        CKGAFBJFAXITJV-UHFFFAOYSA-N
        InChI
        InChI=1S/C12H17N3O3.ClH/c13-14-12(18)9-3-1-8(2-4-9)7-15-10(16)5-6-11(15)17;/h5-6,8-9H,1-4,7,13H2,(H,14,18);1H
        Canonical SMILES
        C1CC(CCC1CN2C(=O)C=CC2=O)C(=O)NN.Cl
    • Reference Reading
      • 1. Metal-free and regiospecific synthesis of 3-arylindoles
        Chuangchuang Xu, Wenlai Xie, Jiaxi Xu Org Biomol Chem. 2020 Apr 8;18(14):2661-2671.doi: 10.1039/d0ob00317d.
        A convenient, metal-free, and organic acid-base promoted synthetic method to prepare 3-arylindoles from 3-aryloxirane-2-carbonitriles and arylhydrazine hydrochlorides has been developed. In the reaction, the organic acid catalyzes a tandem nucleophilic ring-opening reaction of aryloxiranecarbonitriles and arylhydrazine hydrochlorides and Fischer indolization. The organic base triethylamine plays a crucial role in the final elimination step in the Fischer indole synthesis, affording 3-arylindoles regiospecifically. The reaction features advantages of microwave acceleration, non-metal participation, short reaction time, organic acid-base co-catalysis, and broad substrate scope.
        2. 1-Haloacylpiperazines
        S Groszkowski, J Sienkiewicz, L Korzycka Pol J Pharmacol Pharm. 1975 Apr-Jun;27(2):183-6.
        By direct acylation of piperazine with halogenocarboxylic acid chlorides in acid medium, the hydrochlorides of 1-haloacylpiperazines were obtained.
        3. Diastereo- and enantioselective anti-selective hydrogenation of α-amino-β-keto ester hydrochlorides and related compounds using transition-metal-chiral-bisphosphine catalysts
        Yasumasa Hamada Chem Rec. 2014 Apr;14(2):235-50.doi: 10.1002/tcr.201300032.Epub 2014 Feb 18.
        This review describes our recent works on the diastereo- and enantioselective synthesis of anti-β-hydroxy-α-amino acid esters using transition-metal-chiral-bisphosphine catalysts. A variety of transition metals, namely ruthenium (Ru), rhodium (Rh), iridium (Ir), and nickel (Ni), in combination with chiral bisphosphines, worked well as catalysts for the direct anti-selective asymmetric hydrogenation of α-amino-β-keto ester hydrochlorides, yielding anti-β-hydroxy-α-amino acid esters via dynamic kinetic resolution (DKR) in excellent yields and diastereo- and enantioselectivities. The Ru-catalyzed asymmetric hydrogenation of α-amino-β-ketoesters via DKR is the first example of generating anti-β-hydroxy-α-amino acids. Complexes of iridium and axially chiral bisphosphines catalyze an efficient asymmetric hydrogenation of α-amino-β-keto ester hydrochlorides via dynamic kinetic resolution. A homogeneous Ni-chiral-bisphosphine complex also catalyzes an efficient asymmetric hydrogenation of α-amino-β-keto ester hydrochlorides in an anti-selective manner. As a related process, the asymmetric hydrogenation of the configurationally stable substituted α-aminoketones using a Ni catalyst via DKR is also described.
    • Preparing Stock Solutions
      • ConcentrationVolumeMass1 mg5 mg10 mg
        1 mM3.4754 mL17.3768 mL34.7536 mL
        5 mM0.6951 mL3.4754 mL6.9507 mL
        10 mM0.3475 mL1.7377 mL3.4754 mL
Bio Calculators
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Tip: Chemical formula is case sensitive. C22H30N4O c22h30n40
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