Noscapine
-
Identifiers
CAS number
128-62-1Molecular formula
C22H23NO7SMILES
CN1CCC2=CC3=C(C(=C2[C@@H]1[C@@H]4C5=C(C(=C(C=C5)OC)OC)C(=O)O4)OC)OCO3
Safety labels
Irritant -
Odor profile
Fragrance Odorless 40.99% Vanilla 36.94% Sweet 32.79% Spicy 30.13% Powdery 25.97% Phenolic 25.67% Floral 22.62% Creamy 21.31% Balsamic 20.11% Smoky 19.38% Flavor Bitter 95.55% Bland 27.4% Sweet-like 19.77% Cedarleaf 19.69% Parsley 19.13% Lovage 17.77% Ripe apricot 17.42% Cereal 17.08% Red fruit 17.03% Indole 17.0% Odor impact est.
Low -
Properties
XLogP3-AA
2.7pKa est.
5.05 (weak acid)Molecular weight
413.4 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Ultra slowBoiling point est.
972°CMelting point expt.
- 176 °C
Flash point
- 200.28 ˚C est.
Solubility expt.
- PKA 6.24; FREELY SOL IN ETHANOL; INSOL IN DIETHYL ETHER /HYDROCHLORIDE/
- FINE, WHITE, OR PRACTICALLY WHITE, CRYSTALLINE POWDER; ODORLESS OR HAS SLIGHT ODOR OF ETHANOL; FREELY SOL IN CHLOROFORM & METHANOL; SOL IN ALCOHOL; SPARINGLY SOL IN ACETONE; PRACTICALLY INSOL IN ETHER; SOLN IN WATER IS DEXTROROTATORY; PH OF SOLN (1 IN 20) BETWEEN 2.5 & 3.5 /HYDROCHLORIDE/
- HEMIHYDRATE TO TETRAHYDRATE, CRYSTALS; VERY SOL IN WATER /HYDROCHLORIDE/
- CRYSTALS; FREELY SOL IN WATER; SOL IN METHANOL, ETHANOL; SLIGHTLY SOL IN ETHYL ACETATE; PRACTICALLY INSOL IN ETHER /CAMPHORSULFONATE/
- PRACTICALLY INSOL IN VEGETABLE OILS; SLIGHTLY SOL IN NH4OH, HOT SOLN OF KOH & NAOH
- SLIGHTLY SOL IN ALCOHOL & ETHER
- INSOL IN WATER; SOL IN BENZENE & ACETONE
- 0.3 mg/mL at 30 °C
-
Synonyms
- noscapine
- 128-62-1
- NARCOTINE
- Tusscapine
- Methoxyhydrastine
- Terbenol
- Capval
- Coscopin
- Narcompren
- Narcosine
- Vadebex
- (-)-Narcotine
- Longatin
- Narcotin
- Narkotin
- Noscapalin
- Noscapin
- Opianine
- Opianin
- Narcotussin
- Nectadon
- Nicolane
- Nipaxon
- Lyobex
- Opian
- alpha-Narcotine
- O-Methylnarcotoline
- Coscotabs
- Noscapina
- Noscapinum
- Key-tusscapine
- Longactin
- Noscapal
- Hederix (free base)
- (-)-alpha-narcotine
- L-alpha-Narcotine
- Gnoscopine
- Narcotinum
- Noscopine
- (-)-.alpha.-Narcotine
- NSC 5366
- NSC-5366
- .alpha.-Narcotine
- dl-Narcotine
- (+/-)-Noscapine
- L-.alpha.-Narcotine
- (S,R)-Noscapine
- A4C6WE7BZN
- 8V32U4AOQU
- Noscapine base
- alpha-Gnoscopine
- DTXSID4023385
- CHEBI:73237
- NSC5366
- (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-2-benzofuran-1(3H)-one
- (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-7,8-dihydro-5H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-3H-2-benzofuran-1-one
- (S)-6,7-dimethoxy-3-((R)-4-methoxy-6-methyl-5,6,7,8-tetrahydro-[1,3]dioxolo[4,5-g]isoquinolin-5-yl)isobenzofuran-1(3H)-one
- (3S)-6,7-dimethoxy-3-[(5R)-4-methoxy-6-methyl-2H,5H,6H,7H,8H-[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-1,3-dihydro-2-benzofuran-1-one
- 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)-rel-
- 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)-isoquinolin-5-yl), (S-(R*,S*))-
- 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (R*,S*)-
- DTXCID303385
- 6035-40-1
- Narcotine alkaloid
- Noskapin
- .alpha.-Gnoscopine
- Noscapine dl-form
- L-alpha-Noscapine
- 8-Methoxyhydrastin
- Coscopin (VAN)
- SMR000059119
- (+-)-Noscapine
- (-)-.alpha.-Norcotine
- (-)-alpha-Norcotine
- (+-)-alpha-Narcotine
- 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo(4,5-g)isoquinolin-5-yl)-, (S-(R*,S*))-
- 1(3H)-Isobenzofuranone, 6,7-dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-, [S-(R*,S*)]-
- Noscapinum [INN-Latin]
- Noscapina [INN-Spanish]
- UNII-A4C6WE7BZN
- UNII-8V32U4AOQU
- CCRIS 9304
- NSC-96350
- HSDB 3372
- Noscapine [USP:INN:BAN:JAN]
- .beta.-Narcotine
- Noscapine (TN)
- (-)-noscapine
- NCGC00016388-01
- [S-(R*,S*)]-6,7-Dimethoxy-3-(5,6,7,8-tetrahydro-4-methoxy-6-methyl-1,3-dioxolo[4,5-g]isoquinolin-5-yl)-1(3H)-Isobenzofuranone
- 08N
- CAS-128-62-1
- Prestwick_959
- (-)-a-Narcotine
- EINECS 204-899-2
- MFCD00069316
- NSC 96350
- Noscapine (narcotine)
- 1-.alpha.-Narcotine
- BRN 0099933
- Tocris-1697
- Narcotine, (+-)-
- NOSCAPINE [INN]
- NOSCAPINE [JAN]
- NOSCAPINE [MI]
- NOSCAPINE [HSDB]
- Prestwick0_000563
- Prestwick1_000563
- Prestwick2_000563
- Prestwick3_000563
- NARCOTINUM [HPUS]
- CBMicro_048259
- NOSCAPINE [MART.]
- NOSCAPINE [USP-RS]
- NOSCAPINE [WHO-DD]
- NOSCAPINE [WHO-IP]
- SCHEMBL4559
- (S,R)-Noscapine, 97%
- Lopac0_000840
- BSPBio_000346
- 4-27-00-06838 (Beilstein Handbook Reference)
- MLS000069475
- MLS001060855
- SPBio_002565
- Noscapine (JP15/USP/INN)
- Noscapine (JP18/USP/INN)
- BPBio1_000382
- CHEMBL364713
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Applications
Noscapine, CAS 128-62-1, is commonly used in pharmaceuticals as an antitussive in cough medicines; in research and development, it serves as a chemical scaffold and synthetic building block for medicinal chemistry studies of alkaloid derivatives; it is investigated as a tubulin-binding agent with potential anticancer activity in laboratory settings; and it is sometimes employed as a starting material or reference compound in the synthesis of related opium alkaloids.
gpt-5-nano
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 0.78 methanol 1.31 isopropanol 0.71 water 0.09 ethyl acetate 5.22 n-propanol 0.82 acetone 5.17 n-butanol 0.98 acetonitrile 5.2 DMF 9.09 toluene 1.14 isobutanol 0.82 1,4-dioxane 5.58 methyl acetate 5.69 THF 5.38 2-butanone 4.6 n-pentanol 1.02 sec-butanol 0.6 n-hexane 0.04 ethylene glycol 1.34 NMP 16.65 cyclohexane 0.13 DMSO 11.86 n-butyl acetate 5.61 n-octanol 1.82 chloroform 22.11 n-propyl acetate 4.59 acetic acid 11.98 dichloromethane 18.88 cyclohexanone 12.4 propylene glycol 0.41 isopropyl acetate 3.83 DMAc 18.29 2-ethoxyethanol 4.88 isopentanol 1.57 n-heptane 0.08 ethyl formate 6.98 1,2-dichloroethane 9.87 n-hexanol 1.59 2-methoxyethanol 6.07 isobutyl acetate 3.83 tetrachloromethane 3.9 n-pentyl acetate 6.83 transcutol 10.09 n-heptanol 2.27 ethylbenzene 0.73 MIBK 3.8 2-propoxyethanol 8.01 tert-butanol 1.03 MTBE 0.59 2-butoxyethanol 8.06 propionic acid 3.68 o-xylene 1.06 formic acid 9.91 diethyl ether 0.93 m-xylene 0.96 p-xylene 1.29 chlorobenzene 4.26 dimethyl carbonate 7.09 n-octane 0.08 formamide 11.41 cyclopentanone 11.65 2-pentanone 4.01 anisole 1.81 cyclopentyl methyl ether 1.96 gamma-butyrolactone 17.93 1-methoxy-2-propanol 3.32 pyridine 7.68 3-pentanone 3.71 furfural 22.88 n-dodecane 0.13 diethylene glycol 11.36 diisopropyl ether 0.41 tert-amyl alcohol 0.84 acetylacetone 9.62 n-hexadecane 0.15 acetophenone 5.67 methyl propionate 4.75 isopentyl acetate 6.03 trichloroethylene 27.08 n-nonanol 2.23 cyclohexanol 1.67 benzyl alcohol 3.65 2-ethylhexanol 1.7 isooctanol 2.27 dipropyl ether 0.99 1,2-dichlorobenzene 6.21 ethyl lactate 4.31 propylene carbonate 13.07 n-methylformamide 6.1 2-pentanol 0.58 n-pentane 0.04 1-propoxy-2-propanol 4.44 1-methoxy-2-propyl acetate 7.52 2-(2-methoxypropoxy) propanol 7.95 mesitylene 0.69 ε-caprolactone 12.75 p-cymene 1.36 epichlorohydrin 16.02 1,1,1-trichloroethane 8.8 2-aminoethanol 1.13 morpholine-4-carbaldehyde 17.65 sulfolane 22.13 2,2,4-trimethylpentane 0.05 2-methyltetrahydrofuran 2.81 n-hexyl acetate 5.82 isooctane 0.04 2-(2-butoxyethoxy)ethanol 8.46 sec-butyl acetate 2.98 tert-butyl acetate 3.58 decalin 0.13 glycerin 2.57 diglyme 16.07 acrylic acid 6.84 isopropyl myristate 2.81 n-butyric acid 5.99 acetyl acetate 9.51 di(2-ethylhexyl) phthalate 5.8 ethyl propionate 3.75 nitromethane 26.27 1,2-diethoxyethane 4.11 benzonitrile 8.04 trioctyl phosphate 4.06 1-bromopropane 2.04 gamma-valerolactone 22.69 n-decanol 1.64 triethyl phosphate 4.83 4-methyl-2-pentanol 0.81 propionitrile 4.14 vinylene carbonate 17.26 1,1,2-trichlorotrifluoroethane 28.14 DMS 8.12 cumene 0.73 2-octanol 1.38 2-hexanone 3.99 octyl acetate 3.9 limonene 1.27 1,2-dimethoxyethane 7.52 ethyl orthosilicate 3.78 tributyl phosphate 4.7 diacetone alcohol 5.81 N,N-dimethylaniline 1.6 acrylonitrile 8.33 aniline 2.33 1,3-propanediol 2.61 bromobenzene 3.82 dibromomethane 8.58 1,1,2,2-tetrachloroethane 17.93 2-methyl-cyclohexyl acetate 5.86 tetrabutyl urea 6.6 diisobutyl methanol 1.02 2-phenylethanol 5.76 styrene 0.8 dioctyl adipate 5.34 dimethyl sulfate 12.91 ethyl butyrate 4.19 methyl lactate 4.82 butyl lactate 6.3 diethyl carbonate 4.58 propanediol butyl ether 4.42 triethyl orthoformate 3.86 p-tert-butyltoluene 0.98 methyl 4-tert-butylbenzoate 7.97 morpholine 4.91 tert-butylamine 0.42 n-dodecanol 1.25 dimethoxymethane 6.23 ethylene carbonate 14.24 cyrene 12.45 2-ethoxyethyl acetate 10.39 2-ethylhexyl acetate 5.06 1,2,4-trichlorobenzene 7.66 4-methylpyridine 5.96 dibutyl ether 1.4 2,6-dimethyl-4-heptanol 1.02 DEF 6.68 dimethyl isosorbide 15.09 tetrachloroethylene 15.9 eugenol 10.07 triacetin 9.0 span 80 5.85 1,4-butanediol 1.53 1,1-dichloroethane 5.58 2-methyl-1-pentanol 1.47 methyl formate 7.8 2-methyl-1-butanol 1.12 n-decane 0.18 butyronitrile 3.46 3,7-dimethyl-1-octanol 2.02 1-chlorooctane 1.06 1-chlorotetradecane 0.57 n-nonane 0.13 undecane 0.15 tert-butylcyclohexane 0.08 cyclooctane 0.06 cyclopentanol 1.66 tetrahydropyran 2.4 tert-amyl methyl ether 0.71 2,5,8-trioxanonane 13.07 1-hexene 0.19 2-isopropoxyethanol 3.89 2,2,2-trifluoroethanol 14.47 methyl butyrate 5.45 Scent© AI
| Maximum acceptable concentrations in the finished product (%) | |||
|---|---|---|---|
|
Category 1
Products applied to the lips
|
No restriction |
Category 7A
Rinse-off products applied to the hair with some hand contact
|
No restriction |
|
Category 2
Products applied to the axillae
|
No restriction |
Category 7B
Leave-on products applied to the hair with some hand contact
|
No restriction |
|
Category 3
Products applied to the face/body using fingertips
|
No restriction |
Category 8
Products with significant anogenital exposure
|
No restriction |
|
Category 4
Products related to fine fragrance
|
No restriction |
Category 9
Products with body and hand exposure, primarily rinse off
|
No restriction |
|
Category 5A
Body lotion products applied to the body using the hands (palms), primarily leave on
|
No restriction |
Category 10A
Household care products with mostly hand contact
|
No restriction |
|
Category 5B
Face moisturizer products applied to the face using the hands (palms), primarily leave on
|
No restriction |
Category 10B
Household care products with mostly hand contact, including aerosol/spray products (with potential leave-on skin contact)
|
No restriction |
|
Category 5C
Hand cream products applied to the hands using the hands (palms), primarily leave on
|
No restriction |
Category 11A
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate without UV exposure
|
No restriction |
|
Category 5D
Baby Creams, baby Oils and baby talc
|
No restriction |
Category 11B
Products with intended skin contact but minimal transfer of fragrance to skin from inert substrate with potential UV exposure
|
No restriction |
|
Category 6
Products with oral and lip exposure
|
No restriction |
Category 12
Products not intended for direct skin contact, minimal or insignificant transfer to skin
|
No restriction |