6-METHOXY-1,2,3,4-TETRAHYDRO-BETA-CARBOLINE

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Names

[ CAS No. ]:
20315-68-8

[ Name ]:
6-METHOXY-1,2,3,4-TETRAHYDRO-BETA-CARBOLINE

[Synonym ]:
MFCD00012071
6-methoxytryptoline
6-Methoxy-1,2,3,4-tetrahydro-9H-pyrido[3,4-b]indole
6-MeOthbc

Chemical & Physical Properties

[ Density]:
1.198 g/cm3

[ Boiling Point ]:
388.6ºC at 760 mmHg

[ Melting Point ]:
219-222ºC(lit.)

[ Molecular Formula ]:
C12H14N2O

[ Molecular Weight ]:
202.25200

[ Flash Point ]:
188.8ºC

[ Exact Mass ]:
202.11100

[ PSA ]:
37.05000

[ LogP ]:
2.15100

[ Vapour Pressure ]:
3.03E-06mmHg at 25°C

[ Index of Refraction ]:
1.639

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UV0725000
CHEMICAL NAME :
1H-Pyrido(3,4-b)indole, 2,3,4,9-tetrahydro-6-methoxy-
CAS REGISTRY NUMBER :
20315-68-8
BEILSTEIN REFERENCE NO. :
0172873
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C12-H14-N2-O
MOLECULAR WEIGHT :
202.28
WISWESSER LINE NOTATION :
T B656 EM HMT&&J LO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
415 mg/kg/5W-C
TOXIC EFFECTS :
Endocrine - changes in pituitary weight Related to Chronic Data - changes in ovarian weight Related to Chronic Data - changes in uterine weight
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 28,47,1978
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
440 mg/kg/5W-I
TOXIC EFFECTS :
Vascular - regional or general arteriolar constriction Endocrine - changes in spleen weight Related to Chronic Data - changes in uterine weight
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 28,47,1978

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H315-H319-H335

[ Precautionary Statements ]:
P261-P305 + P351 + P338

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xi: Irritant;

[ Risk Phrases ]:
R36/37/38

[ Safety Phrases ]:
26-36

[ RIDADR ]:
NONH for all modes of transport

[ RTECS ]:
UV0725000

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • Formaldehyde
  • 5-Methoxy-3-indoleaceate
  • 6-METHOXY-1 2 3 4-TETRAHYDRO-9H-PYRIDO-&
  • 6-methoxy-4,9-dihydro-3H-β-carboline
  • 2-(5-Methoxy-1H-indol-3-yl)ethanamine hydrochloride
  • 2,3,4,9-tetrahydro-6-methoxy-1H-pyrido[3,4-b]indol-1-one
  • Glyoxylic acid

DownStream

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Melatonin and structurally-related compounds protect synaptosomal membranes from free radical damage.

Int. J. Mol. Sci. 11 , 312-28, (2010)

Since biological membranes are composed of lipids and proteins we tested the in vitro antioxidant properties of several indoleamines from the tryptophan metabolic pathway in the pineal gland against o...

In vivo hepatic oxidative stress because of carbon tetrachloride toxicity: protection by melatonin and pinoline.

J. Pineal Res. 49(1) , 78-85, (2010)

The protective in vivo effects of melatonin or pinoline on carbon tetrachloride (CCl(4))-induced oxidative damage were investigated in liver of rats and compared to rats injected only with CCl(4) (5 m...

Pinoline may be used as a probe for CYP2D6 activity.

Drug Metab. Dispos. 37(3) , 443-6, (2009)

Pinoline, 6-methoxy-1,2,3,4-tetrahydro-beta-carboline, is a serotonin analog that selectively inhibits the activity of monoamine oxidase-A and shows antidepressant activity. Our previous study using a...


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Related Compounds

  • (6-methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-acetic acid ethyl ester
  • 6-METHOXY-1 2 3 4-TETRAHYDRO-9H-PYRIDO-&
  • 6-Methoxy-1,2,3,4-tetrahydro-1,5-naphthyridine
  • 6-methoxy-1,2,3,4-tetrahydro-[2]naphthoic acid amide
  • (6-Methoxy-1,2,3,4-tetrahydro-naphthalen-2-yl)-acetic acid methyl ester
  • 6-METHOXY-1,2,3,4-TETRAHYDRO-9 H-PYRIDO[3,4-B]INDOLE HYDROCHLORIDE
  • 4-((Cyclohexylamino)methyl)benzoic acid hydrochloride
  • 1-[(2,4-Dichlorophenyl)methyl]-N-(1,1-dimethylethyl)-2-methyl-1H-indole-3-methanamine
  • benzyl 2-(9-(furan-2-ylmethyl)-1-methyl-2,4-dioxo-1,2,6,7,8,9-hexahydropyrimido[2,1-f]purin-3(4H)-yl)acetate
  • 2-Methoxy-6-(pyrazol-1-yl)-benzonitrile
  • 1H-3-Benzazepin-7-ol, 8-chloro-2,3,4,5-tetrahydro-5-(3-iodophenyl)-3-methyl-, (S)-
  • (4-Methyl-tetrahydro-furan-2-yl)-methanol
  • N-(1-cyanocyclopentyl)-2-[4-(4-fluorobenzenesulfonyl)-1,4-diazepan-1-yl]acetamide
  • 4,5,6,7-Tetrahydrobenzo[d]isoxazole-3-carbaldehyde
  • tert-Butyl-DL-alanine
  • Butanoic acid,4-[[4-chloro-2,3-dihydro-2-(2-methylcyclohexyl)-1-oxo-1h-isoindol-5-yl]oxy]-