Structure

L-Norleucine

CAS
327-57-1
Catalog Number
ACM327571
Category
Inhibitors
Molecular Weight
131.17
Molecular Formula
C6H13NO2

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Specification

Description
L-Norleucine ((S)-2-Aminohexanoic acid) is an isomer of leucine, specifically affects protein synthesis in skeletal muscle, and has antivirus activity.
Synonyms
Alpha-aminocaproic acid
IUPAC Name
3-[(2S)-1-Methylpyrrolidin-2-yl]pyridine
Canonical SMILES
CN1CCCC1C2=CN=CC=C2
InChI
InChI=1S/C10H14N2/c1-12-7-3-5-10(12)9-4-2-6-11-8-9/h2,4,6,8,10H,3,5,7H2,1H3/t10-/m0/s1
InChI Key
SNICXCGAKADSCV-JTQLQIEISA-N
Boiling Point
234 °C/760 mmHg
Melting Point
>300 °C(lit.)
Flash Point
275 °C
Density
1.1720 g/cm³
Solubility
Slightly soluble in ligroin
Appearance
White to off-white crystalline powder
Storage
Sealed in dry, room temperature
Complexity
147
Exact Mass
162.115698455
Isomeric SMILES
CN1CCC[C@H]1C2=CN=CC=C2
Monoisotopic Mass
162.115698455
pKa
2.335(at 25 °C)
Topological Polar Surface Area
16.1 Ų

Downstream Synthesis Route 1

  • 1070-19-5
  • 327-57-1
  • 6404-28-0

Reference: [1] Phytochemistry, 2003, vol. 62, # 7, p. 1133 - 1140

Downstream Synthesis Route 2

  • 327-57-1
  • 108-24-7
  • 15891-49-3

Reference: [1] Journal of the American Chemical Society, 1956, vol. 78, p. 4636,4642

Downstream Synthesis Route 3

  • 327-57-1
  • 24424-99-5
  • 6404-28-0

Reference: [1] Bioorganic and Medicinal Chemistry, 2015, vol. 23, # 21, p. 6891 - 6899
[2] Bioorganic and medicinal chemistry letters, 2004, vol. 14, # 1, p. 275 - 278

Downstream Synthesis Route 4

  • 67-56-1
  • 327-57-1
  • 21754-55-2

Reference: [1]Flowers; Reith
[Biochemical Journal, 1953, vol. 53, p. 657,658]
[2]Mazur,R.H. et al.
[Journal of Medicinal Chemistry, 1973, vol. 16, p. 1284 - 1287]
Braconnier, M.F.; Braekman, J.C.; Daloze, D.
[Bulletin des Societes Chimiques Belges, 1985, vol. 94, # 8, p. 605 - 614]
[3]Olsson, Sandra; Schäfer, Clara; Blom, Magnus; Gogoll, Adolf
[ChemPlusChem, 2018, vol. 83, # 12, p. 1169 - 1178]

Downstream Synthesis Route 5

  • 327-57-1
  • 70267-26-4

Reference: [1]Focella; Bizzarro; Exon
[Synthetic Communications, 1991, vol. 21, # 21, p. 2165 - 2170]

Downstream Synthesis Route 6

  • 327-57-1
  • 449806-68-2

Reference: [1]Abderhalden; Heyns
[Hoppe-Seyler's Zeitschrift fur Physiologische Chemie, 1933, vol. 214, p. 262,266]
[2]Current Patent Assignee: TAIMED BIOLOGICS, INC. - US2002/151546, 2002, A1

* For details of the synthesis route, please refer to the original source to ensure accuracy.

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