Noscapine structure
|
Common Name | Noscapine | ||
---|---|---|---|---|
CAS Number | 128-62-1 | Molecular Weight | 413.421 | |
Density | 1.3±0.1 g/cm3 | Boiling Point | 565.3±50.0 °C at 760 mmHg | |
Molecular Formula | C22H23NO7 | Melting Point | 174-176ºC | |
MSDS | N/A | Flash Point | 295.7±30.1 °C | |
Symbol |
GHS07 |
Signal Word | Warning |
Use of NoscapineNoscapine is an orally administrable drug used worldwide for cough suppression, primarily mediated by its σ-receptor agonist activity, and possess anticancer activity.Target: σ-receptorin vitro: Noscapine is a phthalideisoquinoline alkaloid from opium, is a recently discovered anticancer drug and is currently under investigation in phase-I/II clinical trials for the treatment of leukemia and lymphoma. Noscapine causes few or no side effects and has been widely used as a cough suppressant in developing countries. Noscapine has been demonstrated to interact with microtubules. Interestingly, unlike many other microtubule-targeting agents such as Paclitaxel and Nocodazole, Noscapine does not obviously affect the total amount of microtubule polymers in cells; instead, it significantly increases the time microtubules spend in the pause state. The alteration of microtubule dynamics then activates the spindle checkpoint and arrests cell cycle progression at mitosis, leading to apoptotic cell death. |
Name | (-)-noscapine |
---|---|
Synonym | More Synonyms |
Description | Noscapine is an orally administrable drug used worldwide for cough suppression, primarily mediated by its σ-receptor agonist activity, and possess anticancer activity.Target: σ-receptorin vitro: Noscapine is a phthalideisoquinoline alkaloid from opium, is a recently discovered anticancer drug and is currently under investigation in phase-I/II clinical trials for the treatment of leukemia and lymphoma. Noscapine causes few or no side effects and has been widely used as a cough suppressant in developing countries. Noscapine has been demonstrated to interact with microtubules. Interestingly, unlike many other microtubule-targeting agents such as Paclitaxel and Nocodazole, Noscapine does not obviously affect the total amount of microtubule polymers in cells; instead, it significantly increases the time microtubules spend in the pause state. The alteration of microtubule dynamics then activates the spindle checkpoint and arrests cell cycle progression at mitosis, leading to apoptotic cell death. |
---|---|
Related Catalog | |
References |
Density | 1.3±0.1 g/cm3 |
---|---|
Boiling Point | 565.3±50.0 °C at 760 mmHg |
Melting Point | 174-176ºC |
Molecular Formula | C22H23NO7 |
Molecular Weight | 413.421 |
Flash Point | 295.7±30.1 °C |
Exact Mass | 413.147461 |
PSA | 75.69000 |
LogP | 2.83 |
Vapour Pressure | 0.0±1.5 mmHg at 25°C |
Index of Refraction | 1.603 |
Storage condition | -20℃ |
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
MUTATION DATA
|
Symbol |
GHS07 |
---|---|
Signal Word | Warning |
Hazard Statements | H302 |
Precautionary Statements | P301 + P312 + P330 |
Hazard Codes | Xn:Harmful; |
Risk Phrases | R22 |
Safety Phrases | 24/25 |
RIDADR | UN 1544 |
WGK Germany | 3 |
RTECS | RD2625000 |
Packaging Group | III |
Hazard Class | 6.1(b) |
~14% Noscapine CAS#:128-62-1 |
Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 22, # 8 p. 2983 - 2987 |
~% Noscapine CAS#:128-62-1 |
Literature: Archiv der Pharmazie, , vol. 311, # 8 p. 664 - 671 |
~% Noscapine CAS#:128-62-1 |
Literature: Archiv der Pharmazie, , vol. 311, # 8 p. 664 - 671 |
~% Noscapine CAS#:128-62-1 |
Literature: Naunyn-Schmiedebergs Archiv fuer Experimentelle Pathologie und Pharmakologie, , vol. 184, p. 327,329 Journal of the Chemical Society, , p. 1087,1091 |
~% Noscapine CAS#:128-62-1 |
Literature: Archiv der Pharmazie, , vol. 311, # 8 p. 664 - 671 |
~11% Noscapine CAS#:128-62-1 |
Literature: Acta Chimica Academiae Scientiarum Hungaricae, , vol. 103, # 4 p. 343 - 353 |
Precursor 5 | |
---|---|
DownStream 8 | |
Determinants of increased opioid-related mortality in the United States and Canada, 1990-2013: a systematic review.
Am. J. Public Health 104(8) , e32-42, (2014) We review evidence of determinants contributing to increased opioid-related mortality in the United States and Canada between 1990 and 2013. We identified 17 determinants of opioid-related mortality a... |
|
Adlumiceine methyl ester, a new alkaloid from Fumaria vaillantii.
J. Asian Nat. Prod. Res. 16(12) , 1148-52, (2014) A new alkaloid, adlumiceine methyl ester (1), together with two known alkaloids, parfumine (2) and N-methylhydrastine methyl ester (3), was isolated from aerial parts of Fumaria vaillantii. The struct... |
|
Peloruside, laulimalide, and noscapine interactions with beta-tubulin.
Pharm. Res. 29(11) , 2985-93, (2012) This article reviews the recent findings regarding the binding sites, binding modes and binding affinities of three novel antimitotic drugs peloruside, laulimalide and noscapine with respect to tubuli... |
(3S)-3-[(5R)-6-methyl-4-(methyloxy)-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]-6,7-bis(methyloxy)-2-benzofuran-1(3H)-one |
MFCD00069316 |
Coscopin |
Noscapal |
Vadebex |
Vadebe |
[3H]-Noscapine |
l-α-Narcotine |
Narcosine |
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- |
Narcotussin |
Key-tusscapine |
l-a-Narcotine |
Longatin |
Capval |
noscapine |
Coscopin (VAN) |
Gnoscopine |
Methoxyhydrastine |
Terbenol |
Narcotine (8CI) |
Nipaxon |
Tusscapine |
(S,R)-Noscapine |
(-)-α-Narcotine |
Narcotine |
Opianine |
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)- |
Terial |
Eil |
Noscapalin |
(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 |
Coscotabs |
[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 |
l-a-2-Methyl-8-methoxy-6,7-methylenedioxy-1-(6,7-dimethoxy-3-phthalidyl)-1,2,3,4-tetrahydroisoquinoline |
Narcompren |
Opian |
(-)-noscapine |
Opianin |
Nectadon |
Nicolane |
EINECS 204-899-2 |
Lyobex |
(-)-Narcotine |