08472

Harmalin

analytical standard

• Synonym(e): 1-Methyl-7-methoxy-3,4-dihydro-β-carbolin, 3,4-Dihydroharmin, 4,9-Dihydro-7-methoxy-1-methyl-3H-pyrido[3,4-b]indol, Dihydroharmin, Harmalol-methylether, Harmidin
• Empirische Formel (Hill-System): C₁₃H₁₄N₂O
• CAS-Nummer: 304-21-2
• Molekulargewicht: 214.26
• EC Number: 206-152-6
• UNSPSC Code: 41116107
• NACRES: NA.24
• Beilstein/REAXYS Number: 207310
• MDL number: MFCD00004955

Eigenschaften

• grade: analytical standard
• Quality Segment: 100
• assay: ≥95.0% (HPLC)
• shelf life: limited shelf life, expiry date on the label
• drug control: stupéfiant (France); regulated under CDSA - not available from Sigma-Aldrich Canada
• mp: 232-234 °C (lit.)
• format: neat
• SMILES string: COc1ccc2c3CCN=C(C)c3[nH]c2c1
• InChI: 1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3
• InChI key: RERZNCLIYCABFS-UHFFFAOYSA-N

Beschreibung

Application

Reactant for preparation of:

• Acylated harmalines via Friedel-Crafts reaction
• Phenacyl derivatives of 1-methyl-7-methoxy-β-carbolines as central nervous system affectors
• Palladium harmaline DMSO chloro complex as anti-tumor agent

Natural product scaffold in preparation of:

• Trypanothione reductase inhibitors†

Biochem/physiol Actions

CNS-Stimulant; kann durch NMDA-Rezeptoren wirksam werden

Sicherheitshinweise

• pictograms: GHS08,GHS07
• signalword: Warning
• hcodes: H302,H371
• pcodes: P260 - P264 - P301 + P312 - P308 + P311 - P405 - P501
• Hazard Classifications: Acute Tox. 4 Oral - STOT SE 2
• target_organs: Central nervous system
• Lagerklasse: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable