H-169

Harmaline solution

1 mg/mL in methanol, certified reference material, ampule of 1 mL, Cerilliant^®

• Synonym(s): Harmaline, 1-Methyl-7-methoxy-3,4-dihydro-β-carboline, 3,4-Dihydroharmine, 4,9-Dihydro-7-methoxy-1-methyl-3H-pyrido[3,4-b]indole, Dihydroharmine, Harmalol methyl ether, Harmidine, NSC 407285
• Empirical Formula (Hill Notation): C₁₃H₁₄N₂O
• CAS Number: 304-21-2
• Molecular Weight: 214.26
• Beilstein: 207310
• MDL number: MFCD00004955
• UNSPSC Code: 41116107
• NACRES: NA.24

Properties

• grade: certified reference material
• Quality Level: 300
• feature: Snap-N-Spike^®/Snap-N-Shoot^®
• packaging: ampule of 1 mL
• manufacturer/tradename: Cerilliant^®
• drug control: stupéfiant (France); regulated under CDSA - not available from Sigma-Aldrich Canada
• concentration: 1 mg/mL in methanol
• mp: 232-234 °C (lit.)
• format: single component solution
• storage temp.: -10 to -25°C
• 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

Description

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; may act through NMDA receptors

Legal Information

CERILLIANT is a registered trademark of Merck KGaA, Darmstadt, Germany

Snap-N-Shoot is a registered trademark of Cerilliant Corporation

Snap-N-Spike is a registered trademark of Merck KGaA, Darmstadt, Germany

Safety Information

• Pictograms: GHS02,GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H225,H301 + H311 + H331,H370
• Precautionary Statements: P210 - P233 - P280 - P301 + P310 - P303 + P361 + P353 - P304 + P340 + P311
• Hazard Classifications: Acute Tox. 3 Dermal - Acute Tox. 3 Inhalation - Acute Tox. 3 Oral - Flam. Liq. 2 - STOT SE 1
• Target Organs: Eyes,Central nervous system
• Storage Class Code: 3 - Flammable liquids
• WGK: WGK 2
• Flash Point(F): 49.5 °F - closed cup
• Flash Point(C): 9.7 °C - closed cup