Narcein

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Narcein
Systematic (IUPAC) name
6-[2-[6-(2-dimethylaminoethyl)-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxybenzoic acid
Identifiers
CAS number	?
ATC code	?
PubChem	8564
ChemSpider	8246
Chemical data
Formula	C23H27NO8
Mol. mass	445.46238
SMILES	eMolecules & PubChem
Physical data
Melt. point	138 °C
Solubility in water	780 mg/mL
Pharmacokinetic data
Bioavailability	?
Metabolism	?
Half life	?
Excretion	?
Therapeutic considerations
Pregnancy cat.	?
Legal status
Routes	?

Contents 1 Description 2 Source 3 General Properties 4 Function 5 Toxicity 6 External Links 7 References

Description

Narcein crystalize in long white prisms or neeedles, inodorous, having a bitter taste, soluble in alcohol, slightly so in chloroform and carbon disulphide, hardly soluble in banzene and in ether.

Source

Papaver rhopalothece

Papaver somniferum

General Properties

*Molecular Weight

445.46238

*Molecular Formula

C₂₃H₂₇NO₈

*IUPAC NAME

6-[2-[6-(2-dimethylaminoethyl)-4-methoxy-1,3-benzodioxol-5-yl]acetyl]-2,3-dimethoxybenzoic acid

*Canonical Smiles

CN(C)CCC1=CC2=C(C(=C1CC(=O)C3=C(C(=C(C=C3)OC)OC)C(=O)O)OC)OCO2

*Isomeric Smiles

N/A

*XLogP

2.1

*Topological Polar Surface Area

104

Function

antitussive like codeine, but with no analgesic activity

lower blood pressure

stimulate intestinal peristalsis

stimulate respiration

Toxicity

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source

cat LDLo intravenous 800mg/kg (800mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD, MUSCLE WEAKNESS, MUSCLE CONTRACTION OR SPASTICITY) Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 233, Pg. 550, 1958.

dog LDLo intravenous 2200mg/kg (2200mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD, MUSCLE WEAKNESS, MUSCLE CONTRACTION OR SPASTICITY) Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 233, Pg. 550, 1958.

mouse LD50 intravenous 2gm/kg (2000mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD, MUSCLE WEAKNESS, MUSCLE CONTRACTION OR SPASTICITY) Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 233, Pg. 550, 1958.

mouse LDLo subcutaneous 100mg/kg (100mg/kg) BEHAVIORAL: EXCITEMENT "Pharmakologische Prufung von Analgetika, Dissertation," Herrlen, G., Pharmakologischen Institut der Universitat Tubingen, Fed. Rep. Ger., 1933Vol. -, Pg. -, 1933.

rabbit LDLo intravenous 1800mg/kg (1800mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD, MUSCLE WEAKNESS, MUSCLE CONTRACTION OR SPASTICITY) Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. Vol. 233, Pg. 550, 1958.

External Links

• Pubchem

Link to BIAdb Database

References

Harborne,Phytochemical Dictionary Second Edition,Taylor and Francis,(1999),Chapter21