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Narcotine

Narcotine
Narcotine structure
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

Narcotine Properties

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.
form 
neat
pka
7.8(at 25℃)
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
EWG's Food Scores
1-4
ATC code
R05DA07
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)
SAFETY
  • Risk and Safety Statements
Symbol(GHS) 
GHS07
Signal word  Warning
Hazard statements  H302
Precautionary statements  P301+P312+P330
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
Toxicity cyt-ham:lng 100 mg/L ATSUDG (4),41,80

Narcotine price More Price(13)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 363960 (S,R)-Noscapine 97% 128-62-1 5g $67.3 2021-12-16 Buy
Sigma-Aldrich N1300000 Noscapine European Pharmacopoeia (EP) Reference Standard 128-62-1 $190 2021-12-16 Buy
Sigma-Aldrich 1474504 Noscapine United States Pharmacopeia (USP) Reference Standard 128-62-1 100mg $366 2021-12-16 Buy
TRC N882000 Noscapine 128-62-1 5g $120 2021-12-16 Buy
Biosynth Carbosynth FN09246 Noscapine base 128-62-1 25 g $150 2021-12-16 Buy

Narcotine Chemical Properties,Uses,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 synthesis

3860-46-6
128-62-1
Synthesis of Narcotine from (-)-β-Narcotine

Narcotine Preparation Products And Raw materials

Raw materials

Preparation Products


Narcotine Suppliers

Global( 114)Suppliers
Supplier Tel Fax Email Country ProdList Advantage
Guangzhou PI PI Biotech Inc
+8618371201331
020-81716319 sales@pipitech.com;87478684@qq.com China 3283 55
SHANDONG ZHI SHANG CHEMICAL CO.LTD
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+86 0531-67809011 sales@sdzschem.com CHINA 2940 58
Hubei Jusheng Technology Co.,Ltd.
86-18871470254
027-59599243 linda@hubeijusheng.com CHINA 28229 58
BOC Sciences
1-631-485-4226
1-631-614-7828 inquiry@bocsci.com United States 19752 58
career henan chemical co
15093356674 0371-55982848
0086-371-86658258 factory@coreychem.com CHINA 29864 58
Target Molecule Corp
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Hubei Ipure Biology Co., Ltd
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Hefei TNJ Chemical Industry Co.,Ltd.
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HANGZHOU CLAP TECHNOLOGY CO.,LTD
13588875226 86-571-88216897、88216896
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sgtlifesciences pvt ltd
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View Lastest Price from Narcotine manufacturers

Image Release date Product Price Min. Order Purity Supply Ability Manufacturer
2020-01-18 Narcotine
128-62-1
US $3.00 / KG 1KG 98% 1kg , 5kg, 50kg Career Henan Chemical Co

Narcotine Spectrum


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