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

[edit] 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.

[edit] Source

Papaver rhopalothece

Papaver somniferum

[edit] 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

[edit] Function

antitussive like codeine, but with no analgesic activity

lower blood pressure

stimulate intestinal peristalsis

stimulate respiration

[edit] 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.

[edit] External Links

• Pubchem

Link to BIAdb Database

[edit] References

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