Cas no 105816-06-6 (N-cis-4-(1-Methylethyl)cyclohexylcarbonyl-D-phenylalanine(Nateglinide Impurity))

N-cis-4-(1-Methylethyl)cyclohexylcarbonyl-D-phenylalanine, also known as Nateglinide Impurity, is a key intermediate or byproduct in the synthesis of nateglinide, a short-acting insulinotropic agent used in diabetes treatment. This compound is essential for analytical and quality control purposes, ensuring the purity and efficacy of the active pharmaceutical ingredient (API). Its well-defined structure and high chemical stability make it suitable for use as a reference standard in HPLC, LC-MS, and other chromatographic methods. By facilitating precise impurity profiling, it aids in compliance with stringent regulatory requirements (e.g., ICH guidelines) and supports robust pharmaceutical development. Its availability in high purity enhances research accuracy and manufacturing consistency.
N-cis-4-(1-Methylethyl)cyclohexylcarbonyl-D-phenylalanine(Nateglinide Impurity) structure
105816-06-6 structure
Product Name:N-cis-4-(1-Methylethyl)cyclohexylcarbonyl-D-phenylalanine(Nateglinide Impurity)
CAS No:105816-06-6
MF:C19H27NO3
MW:317.422585725784
CID:126856
PubChem ID:5311309
Update Time:2025-06-09

N-cis-4-(1-Methylethyl)cyclohexylcarbonyl-D-phenylalanine(Nateglinide Impurity) Chemical and Physical Properties

Names and Identifiers

    • D-Phenylalanine,N-[[cis-4-(1-methylethyl)cyclohexyl]carbonyl]-
    • D-Phenylalanine, N-[[cis-4-(1-methylethyl)cyclohexyl]carbonyl]- (9CI)
    • D-Phenylalanine, N-[[4-(1-methylethyl)cyclohexyl]carbonyl]-, cis-
    • N-[[cis-4-(1-Methylethyl)cyclohexyl]carbonyl]-D-phenylalanine (Nateglinide IMpurity)
    • N-[[cis-4-(1-Methylethyl)cyclohexyl]carbonyl]-D-phenylalanine (Nateglinide Impurity)
    • Nateglinide Related CoMpound C
    • N-(cis-4-isopropylcyclohexanecarbonyl)-D-phenylalanine
    • N-[(cis-4-Isopropylcyclohexyl)carbonyl]-D-phenylalanine
    • N-[[cis-4-(1-Methylethyl)cyclohexyl]carbonyl]-D-phenylalanine
    • Nateglinide EP Impurity C
    • cis-N-[[4-(1-Methylethyl)cyclohexyl]carbonyl]-D-phenylalanine
    • Nateglinide Related Compound C (5 mg) (N-(cis-4-isopropylcyclohexanecarbonyl)-D-phenylalanine)
    • 105816-04-4
    • SDZ DJN 608
    • 105746-37-0
    • CHEBI:94617
    • HY-B0422
    • (2R)-2-[(4-isopropylcyclohexanecarbonyl)amino]-3-phenyl-propanoic acid
    • 105816-06-6
    • SW197528-2
    • A 4166
    • nateglinide
    • D-Phenylalanine, N-[[trans-4-(1-methylethyl)cyclohexyl]carbonyl]-
    • nateglinida
    • UNII-XTM4DQP5S5
    • MFCD00875706
    • Z1514053266
    • EN300-27126236
    • (2R)-2-[(4-isopropylcyclohexanecarbonyl)amino]-3-phenyl-propanoic acid;Nateglinide
    • (r)-2-((1r,4r)-4-isopropylcyclohexanecarboxamido)-3-phenylpropanoic acid
    • SCHEMBL22088
    • Starsis (TN)
    • ((1r,4R)-4-isopropylcyclohexane-1-carbonyl)-D-phenylalanine
    • n-(trans-4-Isopropylcylolohexylcarboxyl)-d-phenylpropylicacid
    • D-Phenylalanine, N-((4-(1-methylethyl)cyclohexyl)carbonyl)-, cis-
    • SMR000466372
    • UNII-41X3PWK4O2
    • DJN 608
    • CCG-100898
    • 2-[(4-Isopropyl-cyclohexanecarbonyl)-amino]-3-phenyl-propionic acid
    • N-[[cis-4-(1-Methylethyl)cyclohexyl]carbonyl]-D-phenylalanine(Nateglinide Impurity)
    • N-((cis-4-Isopropylcyclohexyl)carbonyl)-D-phenylalanine
    • n-[[trans-4-(1-methylethyl)cyclohexyl]carbonyl]-d-phenylalanine
    • 41X3PWK4O2
    • Tox21_111432
    • AB00639979-06
    • N-{[trans-4-(propan-2-yl)cyclohexyl]carbonyl}-D-phenylalanine
    • NATEGLINIDE [EP MONOGRAPH]
    • GTPL6833
    • Nateglinide, United States Pharmacopeia (USP) Reference Standard
    • NATEGLINIDE [USP MONOGRAPH]
    • AY4166
    • SCHEMBL303827
    • AB00639979-11
    • Starsis
    • HMS2051G20
    • (-)-N-(trans-4-Isopropylcyclohexanecarbonyl)-D-phenylalanine
    • AB00639979-08
    • AKOS005577723
    • N-((cis-4-(1-Methylethyl)cyclohexyl)carbonyl)-D-phenylalanine
    • AKOS015841612
    • DJN-608
    • NATEGLINIDE [ORANGE BOOK]
    • N-[[4-(1-methylethyl)cyclohexyl]carbonyl]-D-phenylalanine
    • NCGC00178741-03
    • Nateglinide (Starlix)
    • CHEMBL783
    • (2R)-3-phenyl-2-{[4-(propan-2-yl)cyclohexyl]formamido}propanoic acid
    • A801324
    • Fastic
    • A-4166
    • Trazec
    • Nateglinide cis Impurity
    • Nateglinide impurity C
    • SCHEMBL13753829
    • D-phenylalanine, N-((trans-4-(1-methylethyl)cyclohexyl)carbonyl)-
    • EN300-303645
    • nateglinidum
    • Nateglinide, Starlix
    • NCGC00271534-02
    • MLS006011429
    • (2R)-3-phenyl-2-[(4-propan-2-ylcyclohexanecarbonyl)amino]propanoic acid
    • Nateglinide [USAN:USP:INN:BAN]
    • Q-201449
    • NATEGLINIDE [VANDF]
    • Nateglinide, >=98% (HPLC), solid
    • Q2254797
    • CHEMBL2114389
    • carboxamido)-3-phenylpropanoic acid
    • AY-4166
    • Tox21_111432_1
    • KS-5143
    • NS00073312
    • s2489
    • (R)-2-rel-((1r,4R)-4-Isopropylcyclohexanecarboxamido)-3-phenylpropanoicacid
    • A1-02996
    • D-Nateglinide
    • AB00639979-09
    • YM-026
    • D01111
    • DTXCID7020687
    • OELFLUMRDSZNSF-BRWVUGGUSA-N
    • (2R)-3-phenyl-2-{[(1r,4r)-4-(propan-2-yl)cyclohexyl]formamido}propanoic acid
    • AKOS015960899
    • {N}-[({TRANS}-4-ISOPROPYLCYCLOHEXYL)CARBONYL]-D-PHENYLALANINE
    • NATEGLINIDE [MI]
    • NCGC00271534-03
    • AY 4166
    • DTXSID9040687
    • NATEGLINIDE [USP-RS]
    • trans-N-{[4-(1-methylethyl)cyclohexyl]carbonyl}-D-phenylalanine
    • senaglinide
    • BCP28400
    • NSC 758695
    • NATEGLINIDE [WHO-DD]
    • Starlix
    • CHEBI:31897
    • BDBM50344967
    • Nateglinide, European Pharmacopoeia (EP) Reference Standard
    • N-[(trans-4-Isopropylcyclohexyl)carbonyl]-D-phenylalanine
    • (trans-4-isopropylcyclohexane-1-carbonyl)-D-phenylalanine
    • N-(Trans-4-Isopropylcyclohexylcarbonyl)-D-Phenyl Alanine
    • trans-N-((4-(1-Methylethyl)cyclohexyl)carbonyl)-D-phenylalanine
    • (R)-2-rel-((1r,4R)-4-Isopropylcyclohexanecarboxamido)-3-phenylpropanoic acid
    • Nateglinide impurity C [EP]
    • XTM4DQP5S5
    • Nateglinide (JP17/USP/INN)
    • AC-1690
    • NATEGLINIDE [JAN]
    • AB00639979_12
    • HMS2235O08
    • (2R)-2-[[oxo-(4-propan-2-ylcyclohexyl)methyl]amino]-3-phenylpropanoic acid
    • NATEGLINIDE [MART.]
    • (R)-2-((1r,4R)-4-isopropylcyclohexane
    • A4166
    • NATEGLINIDE IMPURITY C [EP IMPURITY]
    • NSC-758695
    • n-(trans-4-isopropylcyclohexylcarbonyl)-d-phenylalanine
    • NATEGLINIDE CIS-ISOMER [USP IMPURITY]
    • BIDD:GT0257
    • NATEGLINIDE [USAN]
    • NS00000602
    • Nateglinide cis-isomer [USP]
    • Q27166439
    • Nateglinide [INN]
    • MLS000759500
    • SCHEMBL9232138
    • D-Phenylalanine, N-((4-(1-methylethyl)cyclohexyl)carbonyl)-, trans-
    • NATEGLINIDE [EMA EPAR]
    • MLS003915639
    • DB00731
    • SCHEMBL7880361
    • NC00148
    • N0912
    • SDZ-DJN-608
    • D-Phenylalanine, N-((cis-4-(1-methylethyl)cyclohexyl)carbonyl)-
    • MLS001424043
    • CAS-105816-04-4
    • HMS3715F12
    • HMS2089A10
    • HMS3675G17
    • NCGC00095121-01
    • SDZ-DJN 608
    • BRD-K44353683-001-08-3
    • BRD-K44353683-001-07-5
    • (R)-2-(cis-4-Isopropylcyclohexanecarboxamido)-3-phenylpropanoic acid
    • STK647123
    • NCGC00095121-12
    • NCGC00095121-16
    • BBL033469
    • N-cis-4-(1-Methylethyl)cyclohexylcarbonyl-D-phenylalanine(Nateglinide Impurity)
    • Inchi： 1S/C19H27NO3/c1-13(2)15-8-10-16(11-9-15)18(21)20-17(19(22)23)12-14-6-4-3-5-7-14/h3-7,13,15-17H,8-12H2,1-2H3,(H,20,21)(H,22,23)/t15?,16?,17-/m1/s1
    • InChI Key： OELFLUMRDSZNSF-OFLPRAFFSA-N
    • SMILES： O=C(C1CCC(C(C)C)CC1)N[C@@H](C(=O)O)CC1C=CC=CC=1

Computed Properties

  • Exact Mass: 317.19900
  • Monoisotopic Mass: 317.19909372g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 6
  • Complexity: 393
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.2
  • Topological Polar Surface Area: 66.4?2

Experimental Properties

  • Density: 1.104±0.06 g/cm3 (20 oC 760 Torr),
  • Solubility: Very slightly soluble (0.14 g/l) (25 o C),
  • PSA: 66.40000
  • LogP: 3.65180

N-cis-4-(1-Methylethyl)cyclohexylcarbonyl-D-phenylalanine(Nateglinide Impurity) Security Information

  • Hazardous Material transportation number：NONH for all modes of transport
  • Hazard Category Code： 36/37/38
  • Safety Instruction： 26
  • Hazardous Material Identification： Xi

N-cis-4-(1-Methylethyl)cyclohexylcarbonyl-D-phenylalanine(Nateglinide Impurity) Pricemore >>

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M304905-1mg
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Biosynth
FEA81606-1 mg
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FEA81606-5 mg
N-[[Cis-4-(1-methylethyl)cyclohexyl]carbonyl]-D-phenylalanine(nateglinide impurity)
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FEA81606-10 mg
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