(2S)-2-amino-6-ethanimidamidohexanoic acid hydrochloride

• ChemBase ID: 105908
• Molecular Formular: C8H18ClN3O2
• Molecular Mass: 223.70042
• Monoisotopic Mass: 223.10875451
• SMILES: Cl.CC(=N)NCCCC[C@H](N)C(=O)O
• Canonical SMILES: CC(=N)NCCCC[C@@H](C(=O)O)N.Cl
• InChI: InChI=1S/C8H17N3O2.ClH/c1-6(9)11-5-3-2-4-7(10)8(12)13;/h7H,2-5,10H2,1H3,(H2,9,11)(H,12,13);1H/t7-;/m0./s1
• InChIKey: HJYWSATZDBEAOS-FJXQXJEOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-amino-6-ethanimidamidohexanoic acid hydrochloride
• IUPAC Traditional name: L-N(6)-(1-iminoethyl)lysine hydrochloride
• Synonyms: L-Lysine ω-acetamidine dihydrochloride; L-NIL dihydrochloride; L-N6-(1-Iminoethyl)lysine dihydrochloride; N6-(1-Iminoethyl)-L-lysine Monohydrochloride; L-NIL; N6-(1-Iminoethyl)-L-lysine Hydrochloride; N6-(1-IMINOETHYL)-L-LYSINE DIHYDROCHLORIDE

Database IDs

• CAS Number: 159190-45-1; 150403-89-7
• MDL Number: MFCD00270890
• PubChem SID: 24278827; 162094218
• PubChem CID: 9794509

CALCULATED PROPERTIES

• Acid pKa: 2.596114
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -5.4037495
• LogD (pH = 7.4): -4.491724
• Log P: -2.4336305
• Molar Refractivity: 59.7253 cm^3
• Polarizability: 19.398514 Å^3
• Polar Surface Area: 99.2 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water
• Apperance: Off-White Solid
• Melting Point: 253-255°C

Safety Information

• Storage Condition: -20°C, Desiccate, Store Under Nitrogen; -20°C Freezer
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Pharmacology Properties

• Gene Information: human ... NOS2(4843)

Product Information

• Purity: ≥98%

DETAILS

MP Biomedicals - 02195056

Dihydrochloride
Purity: >98%
Selective inhibitor of nitric oxide synthase.

Sigma Aldrich - I8021

Biochem/physiol Actions
Selective inhibitor of inducible nitric oxide synthase (iNOS).

Toronto Research Chemicals - I413000

An irreversible inhibitor of mammalian nitric oxide synthase.

REFERENCES

• Stuehr, D.J., et al.: Adv. Enzymol., 65, 287 (1992)
• Moore, W.M., et al.: J. Med. Chem., 37, 3886 (1992)