Noscapine - CAS 128-62-1

Noscapine - CAS 128-62-1 Catalog number: BADC-00302

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Noscapine is often used as an antitussive medication.

General Information

Category
ADCs Cytotoxin
Product Name
Noscapine
CAS
128-62-1
Catalog Number
BADC-00302
Molecular Formula
C22H23NO7
Molecular Weight
413.42

Chemical Structure

  • Noscapine
Purity
98 % (TLC).
Appearance
White Solid
Synonyms
CB-3304; CB 3304; CB3304; alpha-Narcotine; Narcompren; Tusscapine; Narcosine; Terbenol; Opianin; Capval
Solubility
Chloroform, not in water.
Storage
Store at +4 °C, in dark place.
Application
ADCs Cytotoxin
Melting Point
174-176 °C.
Canonical SMILES
CN1CCC2=CC3=C(C(=C2C1C4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OC)OCO3
InChI Key
AKNNEGZIBPJZJG-MSOLQXFVSA-N
InChI
InChI=1S/C22H23NO7/c1-23-8-7-11-9-14-20(29-10-28-14)21(27-4)15(11)17(23)18-12-5-6-13(25-2)19(26-3)16(12)22(24)30-18/h5-6,9,17-18H,7-8,10H2,1-4H3/t17-,18+/m1/s1
Current Developer
Cougar Biotechnology, Inc
1. Determination of Noscapine and Papaverine in Mixtures
Neelam Khanna, lshivar C. Varshney, Sadhana Banerjee* and Bajsang B. Singh. Analyst, Vol. 108
Noscapine was extracted with 20-, 10-, 10- and 5-ml portions of 4% sodium hydroxide solution. To the combined aqueous solution were added 10 ml of concentrated hydrochloric acid and the resulting acidic solution was transferred into a separating funnel and then rinsed with three successive 5-ml portions of water. About 10 ml of concentrated ammonia solution (27.0-30.0% m/V of ammonia, ca. 0.896 g ml-1) were added and the mixture was extracted with successive 20-, lo-, 10- and 5-ml portions of chloroform, washing each extract with the same 10ml of water. The chloroform extract was dried over anhydrous sodium sulphate, filtered, the sodium sulphate washed twice with 5 ml of chloroform, the washings were added to the extract, the solvent was distilled off and the contents were evaporated to dryness on a water-bath. The residue was dissolved in 10 ml of glacial acetic acid, 5 ml of acetic anhydride were added and the solution was titrated against 0.1 N perchloric acid using crystal violet as the indicator, the colour change being from violet to green. Each 1 ml of 0.1 N perchloric acid is equivalent to 0.04134 g of noscapine.
2. A high-throughput multi-class liquid chromatography tandem mass spectrometry method for quantitative determination of licit and illicit drugs in whole blood
Lambert K. Sørensen* and Jørgen B. Hasselstrøm. Anal. Methods, 2013, 5, 3185–3193
Calibrants based on blank donor blood from single persons were used for the construction of 5- to 6-point calibration curves. The samples were treated according to the same procedure except that 100 mL ofMeOH was replaced by 100 mLof the mixed standards of the drug substances. Concentrations in the original blood sample of 10, 100, 400, 800, 1200 and 1600 mg L-1 for chlordiazepoxide, citalopram, lidocaine, methadone, tramadol and O-desmethyltramadol; 2, 8, 16, 24 and 32 mg L-1for buprenorphine, norbuprenorphine, fentanyl, 6-MAM, noscapine, THC and THC-OH; 5, 20, 40, 60 and 80 mg L-1 for THC-COOH; and 5, 50, 200, 400, 600 and 800 mg L-1of the remaining substances were obtained. The SIL analogues were used in the quantification of all substances except noscapine and desmethylmirtazapine because SIL analogues of these substances were not commercially available at the time of the study. Instead, zolpidem-D6 andmirtazapine-D3 were used as IS for noscapine and desmethyl-mirtazapine, respectively.
3. Detection of drugs in latent fingermarks by mass spectrometric methods
Angelina Yimei Lim,* Frederick Rowell, Cheryl Grace Elumbaring-Salazar, Jason Lokee and Jan Ma. Anal. Methods, 2013, 5, 4378–4385
Redevelopment of pre-dusted (using Lightning silver/grey magnetic fingerprint powder) spiked lifted fingermarks by either re-dusting with silica-CB particles or spraying with silica-CB particle suspension resulted in the successful SALDI-MS detection of nicotine, noscapine and 6-MAM. Fig. 6 shows the SALDI-MS detection of noscapine at m/z 220 post-redevelopment. The noscapine peak was initially absent in the pre-dusted fingermark. Heroin was detected in the sprayed section of thefingermark as [M + Na]+ at m/z 392 but remained undetectable in the re-dusted section of the fingermark. It was observed that methadone did not require a matrix for SALDI-MS and could be detected in the Lightning silver/grey dusted lifted fingermark. Also, it was noted that redevelopment with silica-CB particles using either method did not improve the S/N value of the peak of interest for methadone.

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