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29734-68-7

29734-68-7 structure
29734-68-7 structure
  • Name: Dihydro-β-erythroidine hydrobromide
  • Chemical Name: Dihydro-β-erythroidine hydrobromide
  • CAS Number: 29734-68-7
  • Molecular Formula: C16H22BrNO3
  • Molecular Weight: 356.25500
  • Catalog: Signaling Pathways Membrane Transporter/Ion Channel nAChR
  • Create Date: 2018-05-05 08:00:00
  • Modify Date: 2024-01-08 09:55:04
  • Dihydro-β-erythroidine (DHβE) hydrobromide is a potent, orally active, and competitive antagonist of neuronal nAChRs. Dihydro-β-erythroidine hydrobromide shows selectivity for α4β4 and α4β2 nAChRs, with IC50s of 0.19 and 0.37 μM, respectively. Antidepressant-like activities[1][2][3].
Name Dihydro-β-erythroidine hydrobromide
Synonyms DIHYDRO-B-ERYTHROIDINE HYDROBROMIDE
(2S,13bS)-2-Methoxy-2,3,5,6,8,9,10,13-octahydro-1H,12H-benzo[i]pyrano[3,4-g]indolizin-12-one hydrobromide
Beta-Erythroidine, Dihydro-, Hydrobromide
Description Dihydro-β-erythroidine (DHβE) hydrobromide is a potent, orally active, and competitive antagonist of neuronal nAChRs. Dihydro-β-erythroidine hydrobromide shows selectivity for α4β4 and α4β2 nAChRs, with IC50s of 0.19 and 0.37 μM, respectively. Antidepressant-like activities[1][2][3].
Related Catalog
In Vivo Dihydro-Beta-Erythroidine hydrobromide (DHβE hydrobromide; 10 nmol/0.5 μL) is infused into the respective areas prior to a systemic nicotine injection (0.2 mg/kg; SC). DHβE infused into the ventral tegmental area (VTA), nucleus accumbens (NAcc), or infralimbic (IL) cortex, but not prelimbic (PrL) cortex, attenuated nicotine-enhanced responding for a conditioned reinforcer (CRf)[2]. The co-administration of Dihydro-Beta-Erythroidine hydrobromide (5.0 mg/kg; s.c) with nicotine (0.2 and 0.4 mg/kg; s.c.) prevents the development of conditioned taste aversions (CTAs)[4]. Animal Model: Male hooded Lister rats[4] Dosage: 0.5, 1.6 and 5.0 mg/kg Administration: S.c. Result: A complete blockade of the nicotine effect produced by the training dose of nicotine (0.2 mg/kg).
References

[1]. Harvey SC, et al. Multiple determinants of dihydro-beta-erythroidine sensitivity on rat neuronal nicotinic receptor alpha subunits. J Neurochem. 1996 Nov;67(5):1953-9.

[2]. Tabbara RI, et al. Nicotine enhances responding for conditioned reinforcement via α4β2 nicotinic acetylcholine receptors in the ventral tegmental area, but not the nucleus accumbens or the prefrontal cortex. Neuropharmacology. 2019 Apr;148:68-76.

[3]. Clementson S, et al. Enantioselective Total Synthesis of (+)-Dihydro-β-erythroidine. J Am Chem Soc. 2019 Jun 5;141(22):8783-8786.
Boiling Point 475.5ºC at 760 mmHg
Molecular Formula C16H22BrNO3
Molecular Weight 356.25500
Flash Point 241.4ºC
Exact Mass 355.07800
PSA 38.77000
LogP 2.70930
Vapour Pressure 3.29E-09mmHg at 25°C

CHEMICAL IDENTIFICATION

RTECS NUMBER :
KF3325000
CHEMICAL NAME :
beta-Erythroidine, dihydro-, hydrobromide
CAS REGISTRY NUMBER :
29734-68-7
LAST UPDATED :
198612
DATA ITEMS CITED :
4
MOLECULAR FORMULA :
C16-H21-N-O3.Br-H
MOLECULAR WEIGHT :
356.30
WISWESSER LINE NOTATION :
T B6656 1A Q AX DVO JN XU XUTJ PO1 &EH

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
30 mg/kg
TOXIC EFFECTS :
Lungs, Thorax, or Respiration - dyspnea Gastrointestinal - changes in structure or function of salivary glands
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: 75,270,1942
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
8900 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: 82,266,1944
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
1100 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: 82,266,1944
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
2100 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: 82,266,1944
Safety Phrases 22-36
WGK Germany 3
RTECS KF3325000

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