6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride Chemical Properties

Melting point:

260-265 °C(lit.)

storage temp. 

Keep in dark place,Sealed in dry,Room Temperature

solubility 

soluble25mg/mL, clear, colorless (1N NaOH in methanol)

form 

Shiny Flakes or Crystalline Powder

color 

White to slightly beige

Water Solubility 

soluble 25mg/mL, clear, colorless (1N NaOH in methanol)

BRN 

3634126

InChI

InChI=1S/C11H15NO2.ClH/c1-13-10-5-8-3-4-12-7-9(8)6-11(10)14-2;/h5-6,12H,3-4,7H2,1-2H3;1H

InChIKey

SHOWAGCIRTUYNA-UHFFFAOYSA-N

SMILES

C12CCNCC=1C=C(OC)C(OC)=C2.Cl

CAS DataBase Reference

2328-12-3(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

26-36

WGK Germany 

3

RTECS 

NX5017980

HazardClass 

IRRITANT

HS Code 

29334900

Toxicity

mouse,LD50,intraperitoneal,272mg/kg (272mg/kg),BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX)BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLDBEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY),Yakugaku Zasshi. Journal of Pharmacy. Vol. 88, Pg. 1197, 1968.

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride Usage And Synthesis

Chemical Properties

white to slightly beige shiny flakes or

Uses

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride has been used as starting material for the synthesis of more complex isoquinolines and quinolizidines.

Definition

ChEBI: 6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is a member of isoquinolines.

General Description

6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride is also referred as heliamine. It is an alkaloid isolated from mexican cereoid, Backebergia militaris.

Synthesis

In a 250 mL single neck flask, 3,4-dimethoxyphenethylamine (18.1 g, 100 mmol), paraformaldehyde (3.6 g, 120 mmol) and anhydrous ethanol (30 mL) were added sequentially. Upon completion of the reaction, the mixture was cooled to room temperature and white crystals were collected by filtration to yield 14.2 g of 6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline hydrochloride in 61.8% yield.

References

[1] Bioorganic and Medicinal Chemistry Letters, 2006, vol. 16, # 20, p. 5285 - 5289
[2] Patent: CN107573325, 2018, A. Location in patent: Paragraph 0109; 0110; 0111
[3] Bioorganic and Medicinal Chemistry, 2018, vol. 26, # 9, p. 2420 - 2427
[4] Pharmazie, 1990, vol. 45, # 6, p. 408 - 410
[5] Journal of the American Chemical Society, 1934, vol. 56, p. 1769

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