CAS 21568-87-6 L-2-aminohexano-6-lactam (HCID 440599)

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Basic information

CAS: 21568-87-6
Standard SMILES: N[C@H]1CCCCNC1=O
InChIKey: BOWUOGIPSRVRSJ-YFKPBYRVSA-N
Molecular formula: C6H12N2O
Average molar mass: 128.17 g/mol
Monoisotopic mass: 128.094963

Overview

L-2-aminohexano-6-lactam is a 2-aminohexano-6-lactam derived from L-lysine. It is a 2-aminohexano-6-lactam and a L-lysine derivative. It is a conjugate base of a L-2-ammoniohexano-6-lactam. It is an enantiomer of a D-2-aminohexano-6-lactam.

Names & identifiers

Preferred name: L-2-aminohexano-6-lactam
IUPAC: (3S)-3-aminoazepan-2-one
English name: (S)-3-AMINO-HEXAHYDRO-2-AZEPINONE
Molecular formula: C6H12N2O
Molecular weight: 128.17

Names & synonyms

(3S)-3-aminoazepan-2-oneL-2-aminohexano-6-lactamL-Lysine 1,6-lactamL-alpha-aminocaprolactamL-2-Amino-hexano-6-lactamCHEBI:17342RefChem:108809021568-87-6(s)-3-aminoazepan-2-one(S)-3-Amino-2-azepanone(s)-alpha-amino-omega-caprolactam(s)-3-amino-hexahydro-2-azepinone

Show more names

L-LYSINE LACTAMLysine lactam, L-2-aminocaprolactam(S)--Amino--caprolactam(S)-A-AMINO--CAPROLACTAM(-)-α-Amino-ε-caprolactam(S)-3-Amino-2-caprolactam

l-Alpha-amino-epsilon-caprolactam2H-Azepin-2-one, 3-aminohexahydro-, (3S)-(s)-3-amino-azepan-2-oneMFCD00064476(3~{s})-3-Azanylazepan-2-One(3S)-3-aminohexahydro-2H-azepin-2-one(s)-3-aminohexahydro-2h-azepin-2-oneAC-1938

Database identifiers

CAS: 21568-87-6
PubChem CID: 440599
DTXSID: DTXSID60331504

Properties

Computed structural properties

XLogP: -0.5
Topological polar surface area: 55.1 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 2
Rotatable bonds: 0
Heavy atoms: 9
Formal charge: 0
Complexity: 114

Physicochemical properties

Melting point: 97 · 97-101 °C
Boiling point: 315.1 · 315.1±35.0 °C(Predicted)
Density: 1.031 · 1.031±0.06 g/cm3(Predicted)
storage temp.: 20 °C · −20°C
solubility: Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly)
pka: 16.06 · 16.06±0.40(Predicted)
form: Yellow Thick Oil to Semi-Solid
Appearance: Light yellow to yellow Solid
optical activity: Consistent with structure
InChI: InChI=1S/C6H12N2O/c7-5-3-1-2-4-8-6(5)9/h5H,1-4,7H2,(H,8,9)/t5-/m0/s1
InChIKey: BOWUOGIPSRVRSJ-YFKPBYRVSA-N
SMILES: N1CCCC[C@H](N)C1=O
CAS DataBase Reference: 21568 · 21568-87-6(CAS DataBase Reference)
Symbol(GHS): 7 · GHS07
Signal word: Warning

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

hs_code: 2933998090
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Hazard statements: H302-H315-H320-H335
Precautionary statements: P261-P280-P301+P312-P302+P352-P305+P351+P338

Chemistry & industry

Applications

Uses(S)-3-Amino-2-azepanone is used as an intermediate in the synthesis of bengamide E analogs and capuramycin and its analogs as antibacterial agents.