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Narcotine

Product Name
Narcotine
CAS No.
128-62-1
Chemical Name
Narcotine
Synonyms
Opian;Vadebe;Capval;Lyobex;Ecasil;Terial;Opianin;nsc5366;Vadebex;Nipaxon
CBNumber
CB8468501
Molecular Formula
C22H23NO7
Formula Weight
413.42
MOL File
128-62-1.mol
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Narcotine Property

Melting point:
174-176 °C(lit.)
alpha 
-200 º (c=1 in chloroform)
Boiling point:
532.6°C (rough estimate)
Density 
1.395
refractive index 
1.5614 (estimate)
storage temp. 
-20°C Freezer, Under Inert Atmosphere
solubility 
Practically insoluble in water, soluble in acetone, slightly soluble in ethanol (96 per cent). It dissolves in strong acids; on dilution of the solution with water, the base may be precipitated.
pka
7.8(at 25℃)
form 
neat
color 
Orthorhombic prisms or stout needles from alc
optical activity
[α]20/D 200°, c = 1 in chloroform
Water Solubility 
302.9mg/L(25 ºC)
Merck 
13,6752
NIST Chemistry Reference
Narcotine alkaloid(128-62-1)
EPA Substance Registry System
1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-[(5R)-5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl]-, (3S)- (128-62-1)
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Safety

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
24/25
RIDADR 
1544
WGK Germany 
3
RTECS 
RD2625000
HazardClass 
6.1(b)
PackingGroup 
III
HS Code 
29329990
Hazardous Substances Data
128-62-1(Hazardous Substances Data)
Toxicity
cyt-ham:lng 100 mg/L ATSUDG (4),41,80
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
363960
Product name
(S,R)-Noscapine
Purity
97%
Packaging
5g
Price
$67.3
Updated
2021/12/16
Sigma-Aldrich
Product number
N1300000
Product name
Noscapine
Purity
European Pharmacopoeia (EP) Reference Standard
Price
$190
Updated
2021/12/16
Sigma-Aldrich
Product number
1474504
Product name
Noscapine
Purity
United States Pharmacopeia (USP) Reference Standard
Packaging
100mg
Price
$366
Updated
2021/12/16
Sigma-Aldrich
Product number
N1300000
Product name
Noscapine
Purity
European Pharmacopoeia (EP) Reference Standard
Packaging
n1300000
Price
$190
Updated
2020/08/18
TRC
Product number
N882000
Product name
Noscapine
Packaging
5g
Price
$120
Updated
2021/12/16
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Narcotine Chemical Properties,Usage,Production

Description

A major constituent of opium (Papaver sornni!erurn), this phthalideisolquinoline base was probably first discovered by Derosne, but initially characterized by Robiquet who gave it the formula C23H3S0 7N, changed to that now accepted by Matthiesen and Foster. It crystallizes in colourless needles from EtOH and has [α]D - 198° (c 1.0, CHC13); - 146° (c 2.0, toluene); - 147° (c 1.59, C6H6) and + 50° (1 % HCl). The alkaloid is a weak, monoacidic, tertiary base, forming unstable salts with acids which are dissociated with H20. The hydrochloride crystallizes with varying amounts of H20, is very soluble in water, readily decomposing into basic salts on standing. The platinichloride is amorphous; the oxalate has m.p. 174°C;[α]20D + 39.5° (H20); the phthalate, m.p. 160°C; [α]22D + 115° (CHC13); sesquisulphate, colourless crystals of the hexahydrate and the picrate, m.p. 1 74-S°C. The (+)-bromocamphorsulphonate has m.p. 110- 120°C; [α]D + 100.7° (CHC13) and the corresponding (-)-bromocamphorsul_x0002_phonate, m.p. l80.SoC; [α]D + 29° (CHC13). The alkaloid yields an N-oxide which is a hygroscopic solid; [α]D + 135° (CHC13) furnishing a crystalline hydrochloride, m.p. 193°C; platinichloride, m.p. 175°C and a picrate, m.p. 130°C.
The base is unstable to heat and when heated in a sealed tube yields a mixture of dimethylnornarcotine, methylnornarcotine and nornarcotine. On heating with H20 and 150°C, or on boiling with dilute acids, it is hydrolyzed to opianic acid and hydrocotarnine. Similar degradations are brought about by acid oxidation orreduction, e.g. Zn and dilute HCl gives hydrocotarnine and meconin while dilute HN03 yields cotarnine and opianic acid. Pharmacologically, narcotine resembles thebaine (q.v.) in its action, being a reflex stimulant rather than a narcotic.

Chemical Properties

Crystalline Solid

Uses

antiacne, antiproliferative agent

Uses

Antitussive.

Uses

Antitussive

Definition

ChEBI: A benzylisoquinoline alkaloid that is 1,2,3,4-tetrahydroisoquinoline which is substituted by a 4,5-dimethoxy-3-oxo-1,3-dihydro-2-benzofuran-1-yl group at position 1, a methylenedioxy group at positions 6-7 and a methoxy group at position 8. Obtained from p ants of the Papaveraceae family, it lacks significant painkilling properties and is primarily used for its antitussive (cough-suppressing) effects.

brand name

Tusscapine (Fisons);Bequitussin;Bisolvon compositum;Broncha-tulisan eucalyptol;Broncho-tulisan eucalyptol;Brosolin-rectocap;Codipect;Codyl cum expectoras;Coscotab;Degoran;Dettuso;Difimetus compositum;Finipect;Hederix;Lyabex retard;Nipaxan;Nitepax;Nosaclin;Noscalin;Noscapect;Noscarex;Noscatuss;Reatos;Rectolmin bronquial;Ribelfan;Stilco;Teletux;Tucotin;Tuscapin;Tussamine plus;Tussanil n;Tusscalman;Tussicure;Tussisedal;Tussoretard.

World Health Organization (WHO)

Noscapine, a centrally-acting cough suppressant and one of several alkaloids present in papaveretum (opium concentrate) was introduced into medicine many years ago. Subsequently, it was shown to increase the number of chromosomes in mammalian cell lines maintained in vitro. Although the clinical significance of this finding is uncertain, restrictive action was taken in a few countries since the possibility of a genotoxic effect cannot be excluded. On 4 December 1992 the European Committee on Proprietary Medicinal Products concluded that the available evidence does not indicate that use of noscapine holds any significant hazard. The Swedish Medical Products Agency also concluded that there is no justification to restrict the use of noscapine in women of childbearing age.

Biological Functions

Noscapine is a naturally occurring product of the opium poppy. It is a benzylisoquinoline with no analgesic or other CNS effects. Its antitussive effects are weak, but it is used in combination with other agents in mixtures for cough relief.

Hazard

Narcotic, use legally restricted.

Safety Profile

Moderately toxic by ingestion andsubcutaneous routes. Mutation data reported. Anantitussive. When heated to decomposition it emits toxicfumes of NOx.

References

Robiquet., Ann. Chim. Phys., 5,275 (1817)
Matthiessen, Foster.,!. Chern. Soc., 16,342 (1863)
Perkin, Robinson., ibid, 99,775 (1911)
Polonovski, Polonovski., Bull. Soc. Chim. Fr., 47, 361 (1930)
Lovell., Acta Cryst., 6, 869 (1953)
Barnes., Can. f. Chern., 33,444 (1955)
Safe, Moir., ibid, 160 (1964)
Stereochemistry: Battersby, Spenser., Tetrahedron Lett., 11 (1964)

Narcotine Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Narcotine manufacturers

Career Henan Chemical Co
Product
Narcotine 128-62-1
Price
US $3.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1kg , 5kg, 50kg
Release date
2020-01-17

128-62-1, NarcotineRelated Search:


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