(4R,7R)-N,N-diethyl-6,11-diazatetracyclo[7.6.1.02,7.012,16]hexadeca-1(15),2,9,12(16),13-pentaene-4-carboxamide

• ChemBase ID: 131119
• Molecular Formular: C19H23N3O
• Molecular Mass: 309.40542
• Monoisotopic Mass: 309.18411237
• SMILES: CCN(CC)C(=O)[C@H]1CN[C@@H]2Cc3c[nH]c4c3c(ccc4)C2=C1
• Canonical SMILES: CCN(C(=O)[C@H]1CN[C@H]2C(=C1)c1cccc3c1c(C2)c[nH]3)CC
• InChI: InChI=1S/C19H23N3O/c1-3-22(4-2)19(23)13-8-15-14-6-5-7-16-18(14)12(10-20-16)9-17(15)21-11-13/h5-8,10,13,17,20-21H,3-4,9,11H2,1-2H3/t13-,17-/m1/s1
• InChIKey: SUXLVXOMPKZBOV-CXAGYDPISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4R,7R)-N,N-diethyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(15),2,9,12(16),13-pentaene-4-carboxamide
• IUPAC Traditional name: (4R,7R)-N,N-diethyl-6,11-diazatetracyclo[7.6.1.0^2,^7.0^1^2,^1^6]hexadeca-1(15),2,9,12(16),13-pentaene-4-carboxamide
• Synonyms: 6-Norlysergic acid diethylamide

Database IDs

• CAS Number: 35779-43-2
• MDL Number: MFCD00133007
• PubChem SID: 162225397; 24897729
• PubChem CID: 169713

CALCULATED PROPERTIES

• Acid pKa: 17.021685
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.1670415
• LogD (pH = 7.4): 0.25800708
• Log P: 1.8984671
• Molar Refractivity: 93.44 cm^3
• Polarizability: 36.8586 Å^3
• Polar Surface Area: 48.13 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: alcohol: soluble
• Apperance: orange-tan powder

Safety Information

• European Hazard Symbols: Toxic (T)
• UN Number: 2811
• German water hazard class: 3
• Hazard Class: 6.1
• Packing Group: 3
• Risk Statements: 23/24/25
• Safety Statements: 36/37/39-45
• GHS Pictograms: GHS06
• GHS Signal Word: Danger
• GHS Hazard statements: H301-H311-H331
• GHS Precautionary statements: P261-P280-P301 + P310-P311
• Personal Protective Equipment: Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges
• RID/ADR: UN 2811 6.1/PG 3
• Drug Control: regulated under CDSA - not available from Sigma-Aldrich Canada
• Storage Temperature: -20°C

Product Information

• Purity: ≥91% (TLC)

DETAILS

Sigma Aldrich - N5270

Biochem/physiol Actions
LSD analog