149423-77-8

Basic information

• Product Name: 1-N-CBZ-TRANS-1,4-CYCLOHEXYLDIAMINE
• Synonyms: 1-N-CBZ-TRANS-1,4-CYCLOHEXYLDIAMINE;N-CBZ-TRANS-1,4-CYCLOHEXANEDIAMINE;TRANS-(4-AMINO-CYCLOHEXYL)-CARBAMIC ACID BENZYL ESTER;N-Cbz-trans-1,4-cyclohexanediaminehydrochloride;4-cyclohexanediaMine;N-Cbz-trans-1;benzyl (1r,4r)-4-aMinocyclohexylcarbaMate;Benzyl (trans-4-aMinocyclohexyl)carbaMate
• CAS NO: 149423-77-8
• Molecular Formula: C₁₄H₂₀N₂O₂
• Molecular Weight: 248.32
• Mol File: 149423-77-8.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 409.5 °C at 760 mmHg
• Flash Point: 201.5 °C
• Appearance: /
• Density: 1.13 g/cm³
• Vapor Pressure: 6.47E-07mmHg at 25°C
• Refractive Index: 1.561
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• PKA: 12.23±0.40(Predicted)
• Water Solubility: Slightly soluble in water.
• CAS DataBase Reference: 1-N-CBZ-TRANS-1,4-CYCLOHEXYLDIAMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-N-CBZ-TRANS-1,4-CYCLOHEXYLDIAMINE(149423-77-8)
• EPA Substance Registry System: 1-N-CBZ-TRANS-1,4-CYCLOHEXYLDIAMINE(149423-77-8)

Safety Data

• Hazardous Substances Data: 149423-77-8(Hazardous Substances Data)

Usage

Uses

trans-4-(Benzyloxycarbonylamino)cyclohexylamine is used as pharmaceutical intermediate.

InChI:InChI=1/C14H20N2O2/c15-12-6-8-13(9-7-12)16-14(17)18-10-11-4-2-1-3-5-11/h1-5,12-13H,6-10,15H2,(H,16,17)/t12-,13-

Upstream product

• 2615-25-0 trans-1,4-cyclohexyldiamine 
• 501-53-1 benzyl chloroformate 
• 296270-92-3 tert-butyl trans-4-(Cbz-amino)cyclohexylcarbamate 

Downstream Products

• 1258239-04-1 tert-butyl 2-(trans-4-(Cbz-amino)cyclohexylamino)-2-oxoethylcarbamate 

Relevant articles and documents

HETEROCYCLIC COMPOUNDS FOR THE TREATMENT OF ABNORMAL CELLULAR PROLIFERATION

This invention is in the area of heterocyclic-based compounds for the treatment of disorders involving abnormal cellular proliferation, including but not limited to tumors and cancers.

Binuclear NiII-DpaTyr complex as a high affinity probe for an oligo-aspartate tag tethered to proteins

A complementary recognition pair of a short-peptide tag and a small molecular probe is a versatile molecular tool for protein detection, handling, and purification, and so forth. In this manuscript, we report that the binuclear NiII-DpaTyr (DpaTyr = bis((dipicolylamino)methyl)-tyrosine) complex serves as a strong binding probe for an oligo-aspartate tag tethered to a protein. Among various binuclear metal complexes of M-DpaTyr (M = Zn II, NiII, MnII, CuII, Cd II, CoIII, and FeIII), we have found that NiII-DpaTyr (1-2NiII) displays a strongbinding affinity (apparent binding constant: Kapp≈105M-1) for an oligo-aspartate peptide under neutral aqueous conditions (50 mM HEPES, 100 mM NaCl, pH 7.2). Detailed isothermal-titration calorimetry (ITC) studies reveal that the tri-aspartate D3-tag (DDD) is an optimal sequence recognized by 1-2NiII in a 1:1 binding stoichiometry. On the other hand, other metal complexes of DpaTyr, except for NiII-and ZnII- DpaTyr, show a negligible binding affinity for the oligo-aspartate peptide. The binding affinity was greatly enhanced in the pair between the dimer of Ni II-DpaTyr and the repeated D3 tag peptide (D3x2), such as DDDXXDDD, on the basis of the multivalent coordination interaction between them. Most notably, a remarkably high-binding affinity (Kapp 10 9M-1) was achieved between the NiII-DpaTyr dimer 4-4NiII and the D3 x 2 tag peptide (DDDNGDDD). This affinity is ≈fold stronger than that observed in the binding pair of the Zn II-DpaTyr (4-4ZnII) and the D4x2 tag (DDDDGDDDD), a useful tagprobe pair previously reported by us. The recognition pair of the Ni II-DpaTyr probe and the D3 x 2 tag can also work effectively on a protein surface, that is, 4-4NiII is strongly bound to the FKBP12 protein tethered with the D3 x 2 tag (DDDNGDDD) with a large Kapp value of 5 x 108 m-1. Taking advantage of the strong-binding affinity, this pair was successfully applied to the selective inactivation of the tagfused (β-galactosidase by using the chromophore-assisted light inactivation (CALI) technique under crude conditions, such as cell lysate.