1H,12H-Benzo[i]pyrano[3,4-g]indolizin-12-one,2,3,5,6,8,9,10,13-octahydro-2-methoxy-, (2S,13bS)-

Modify Date: 2024-01-16 23:53:21

1H,12H-Benzo[i]pyrano[3,4-g]indolizin-12-one,2,3,5,6,8,9,10,13-octahydro-2-methoxy-, (2S,13bS)- Structure
1H,12H-Benzo[i]pyrano[3,4-g]indolizin-12-one,2,3,5,6,8,9,10,13-octahydro-2-methoxy-, (2S,13bS)- structure
Common Name 1H,12H-Benzo[i]pyrano[3,4-g]indolizin-12-one,2,3,5,6,8,9,10,13-octahydro-2-methoxy-, (2S,13bS)-
CAS Number 23255-54-1 Molecular Weight 275.34300
Density 1.25g/cm3 Boiling Point 486.6ºC at 760 mmHg
Molecular Formula C16H21NO3 Melting Point N/A
MSDS N/A Flash Point 248.1ºC

 Use of 1H,12H-Benzo[i]pyrano[3,4-g]indolizin-12-one,2,3,5,6,8,9,10,13-octahydro-2-methoxy-, (2S,13bS)-


Dihydro-β-erythroidine is a a competitive nicotinic receptor antagonist. Dihydro-β-erythroidine blocks the discriminative stimulus properties of nicotine. Dihydro-β-erythroidine inhibits the anxiolytic effect of nicotine induced[1][2].

 Names

Name dihydro-β-erythroidine
Synonym More Synonyms

  Biological Activity

Description Dihydro-β-erythroidine is a a competitive nicotinic receptor antagonist. Dihydro-β-erythroidine blocks the discriminative stimulus properties of nicotine. Dihydro-β-erythroidine inhibits the anxiolytic effect of nicotine induced[1][2].
Related Catalog
In Vivo Dihydro-β-erythroidine (0.5, 1.6, 5.0 mg/kg; s.c.) blocks the discriminative stimulus properties of nicotine in rats[1]. Dihydro-β-erythroidine (100 ng) shows antagonism of the anxiolytic effect of nicotine in the dorsal raphe´ nucleus in rats[2]. Animal Model: 200-250 g male hooded Lister rats[1] Dosage: 0.5, 1.6, 5.0 mg/kg Administration: S.c. Result: Prevented the development of CTAs (conditioned taste aversion) and blocked the discriminative stimulus effect of nicotine (0.2 or 0.4 mg/kg SC) for 45 min after its administration.
References

[1]. Shoaib M, et al. Antagonism of stimulus properties of nicotine by dihydro-beta-erythroidine (DHbetaE) in rats. Psychopharmacology (Berl). 2000 Apr;149(2):140-6.

[2]. Cheeta S, et al. Antagonism of the anxiolytic effect of nicotine in the dorsal raphe nucleus by dihydro-beta-erythroidine. Pharmacol Biochem Behav. 2001 Dec;70(4):491-6.

 Chemical & Physical Properties

Density 1.25g/cm3
Boiling Point 486.6ºC at 760 mmHg
Molecular Formula C16H21NO3
Molecular Weight 275.34300
Flash Point 248.1ºC
Exact Mass 275.15200
PSA 38.77000
LogP 1.75120
Vapour Pressure 1.27E-09mmHg at 25°C
Index of Refraction 1.592

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KF3150000
CHEMICAL NAME :
beta-Erythroidine, dihydro-
CAS REGISTRY NUMBER :
23255-54-1
BEILSTEIN REFERENCE NO. :
0036193
LAST UPDATED :
199612
DATA ITEMS CITED :
2
MOLECULAR FORMULA :
C16-H21-N-O3
MOLECULAR WEIGHT :
275.38
WISWESSER LINE NOTATION :
T B6656 1A Q AX DVO JN XU XUTJ PO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
4500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 113,212,1955
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
3 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
RISSAF Rendiconti Istituto Superiore di Sanita (Italian Edition). (Rome, Italy) V.4-27, 1941-64. Volume(issue)/page/year: 12,158,1949

 Synonyms

dihydro-beta-erythroidine
1-(2,6,6-trimethyl-1-cyclohexen-1-yl)butan-1-one
.β.-Erythroidine, dihydro-
1-(2,6,6-trimethylcyclohex-1-en-1-yl)butan-1-one
(12S,13aS)-)-12-methoxy-1,4,5,6,9,11,12,13-octahydro-8H-pyrano[4',3':3,4]pyrido[2,1-i]indol-2-one
1-Butyryl-2,6,6-trimethyl-cyclohexen
(12S,13aS)-)-12-Methoxy-1,4,5,6,9,11,12,13-octahydro-8H-pyrano[4',3':3,4]pyrido[2,1-i]indol-2-on