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291919

Sigma-Aldrich

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

97%

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About This Item

Formula empirica (notazione di Hill):
C11H15NO2 · HCl
Numero CAS:
2328-12-3
Peso molecolare:
229.70
Beilstein:
3634126
Numero MDL:
MFCD00012744
Codice UNSPSC:
12352100
ID PubChem:
24857546
NACRES:
NA.22

Saggio

97%

Forma fisica

solid

Punto di fusione

260-265 °C (lit.)

Solubilità

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

Stringa SMILE

Cl.COc1cc2CCNCc2cc1OC

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
SHOWAGCIRTUYNA-UHFFFAOYSA-N

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Descrizione generale

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

Applicazioni

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

Pittogrammi

Exclamation mark
GHS07

Avvertenze

Warning

Indicazioni di pericolo

H315,H319,H335

Classi di pericolo

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Organi bersaglio

Respiratory system

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

Dispositivi di protezione individuale

dust mask type N95 (US), Eyeshields, Gloves

Certificati d'analisi (COA)

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E Glusa et al.
Die Pharmazie, 45(6), 408-410 (1990-06-01)
The synthesis of the title compounds starting from 2-Chlormethylbenzdioxan and Tetrahydroisochinolines is presented. Their actions on the platelet aggregation and the inhibition of alpha-adrenoceptors at the isolated rabbit aorta and the vas deferens of the guinea pig were investigated.
R Mata et al.
Journal of pharmaceutical sciences, 69(1), 94-95 (1980-01-01)
Backebergia militaris (Andot) Bravo ex Sánchez Mejorada yielded alkaloid crystals from a fractionated ethanol extract of only 20 g of plant material. The alkaloid was identified as heliamine (6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline) hydrochloride. A second alkaloid, 3,4-dimethoxy-beta-phenethylamine hydrochloride, was crystallized after preparative TLC
Heterocycles, 34, 1857-1857 (1992)
S A Barker et al.
Biochemical pharmacology, 30(17), 2461-2468 (1981-09-01)
Gas chromatographic/mass spectrometric data are presented which demonstrate the presence of 6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline (DHTIQ) as a normal constituent of rat brain. The level of DHTIQ was calculated to be 10.0 +/- 3.0 ng/g wet weight (+/- S.D., N = 9) of
Ken-ichi Umehara et al.
Drug metabolism and disposition: the biological fate of chemicals, 37(7), 1427-1433 (2009-04-11)
(-)-N-{2-[(R)-3-(6,7-Dimethoxy-1,2,3,4-tetrahydroisoquinoline-2-carbonyl)piperidino]ethyl}-4-fluorobenzamide (YM758), a novel "funny" If current channel (If channel) inhibitor, is developed as a treatment for stable angina and atrial fibrillation. In this study, the pharmacokinetic/pharmacodynamic (PK/PD) relationship after intravenous administration of YM758 to tachycardia-induced dogs was investigated and
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