Products Categories
CAS No.: | 63968-64-9 |
---|---|
Name: | Artemisinin |
Article Data: | 61 |
Molecular Structure: | |
Formula: | C15H22O5 |
Molecular Weight: | 282.337 |
Synonyms: | (+)-Arteannuin;Qinghaosu;[3R-(3R,5aS,6S,8aS,9R,10R,12S,12aR**)]-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-one; |
EINECS: | 1806241-263-5 |
Density: | 1.24 g/cm3 |
Melting Point: | 156-157 oC |
Boiling Point: | 389.9oC at 760 mmHg |
Flash Point: | 172oC |
Appearance: | Crystalline Solid |
Safety: | 22-24/25 |
PSA: | 53.99000 |
LogP: | 2.39490 |
C12H13O2(CH3)3(O)(OO)
Conditions | Yield |
---|---|
With [bis(acetoxy)iodo]benzene; magnesium oxide; Rh2(fb)4 In dichloromethane for 24h; Heating; | 96% |
4α-hydroperoxy-amorph-5-en-12-oic acid
A
C12H13O2(CH3)3(O)(OO)
B
(3R,3a,6R,6aS,10aS)-3a,4,5,6,6a,7,8,8a-octahydro-3,6,9-trimethylnaphtho[8a,1-b]furan-2(3H)-one
Conditions | Yield |
---|---|
With oxygen; trifluoroacetic acid In toluene Flow reactor; chemoselective reaction; | A 81% B 7% |
Conditions | Yield |
---|---|
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere; | 75% |
4α-hydroperoxy-amorph-5-en-12-oic acid
C12H13O2(CH3)3(O)(OO)
Conditions | Yield |
---|---|
With oxygen; copper(I) triflate at 20℃; Temperature; | 65% |
(3R)-dihydroarteannuin B acid methyl carbonate
C12H13O2(CH3)3(O)(OO)
Conditions | Yield |
---|---|
With oxygen; trifluoroacetic acid; 5,10,15,20-tetraphenyl-21H,23H-porphine In dichloromethane at -10 - 20℃; for 22h; Photochemical reaction; | 62.2% |
(3R)-dihydroarteannuin B acid ethyl carbonate
C12H13O2(CH3)3(O)(OO)
Conditions | Yield |
---|---|
With oxygen; trifluoroacetic acid; 5,10,15,20-tetraphenyl-21H,23H-porphine In dichloromethane at -10 - 20℃; for 22h; Photochemical reaction; | 62% |
With 5,10,15,20-tetraphenyl-21H,23H-porphine; trifluoroacetic acid In dichloromethane at -15 - -10℃; Irradiation; Industrial scale; | 370 kg |
(3R)-dihydroarteannuin B acid benzyl carbonate
C12H13O2(CH3)3(O)(OO)
Conditions | Yield |
---|---|
With oxygen; trifluoroacetic acid; 5,10,15,20-tetraphenyl-21H,23H-porphine In dichloromethane at -10 - 20℃; for 22h; Photochemical reaction; | 59.2% |
dihydroartemisinic acid
A
C12H13O2(CH3)3(O)(OO)
B
arteanniun H
Conditions | Yield |
---|---|
Stage #1: dihydroartemisinic acid With oxygen; 5,15,10,20-tetraphenylporphyrin In dichloromethane Irradiation; High pressure; Stage #2: With oxygen; trifluoroacetic acid In dichloromethane; toluene at 25℃; for 0.333333h; | A 59.1% B 6.1% |
Multi-step reaction with 2 steps 1: 5,15,10,20-tetraphenylporphyrin; oxygen / dichloromethane / -20 °C / Flow reactor; UV-irradiation 2: trifluoroacetic acid; oxygen / toluene / 0.33 h / 25 °C / 750.08 Torr / Flow reactor View Scheme | |
Multi-step reaction with 2 steps 1: 5,15,10,20-tetraphenylporphyrin; oxygen / dichloromethane / -20 °C / Flow reactor; UV-irradiation 2: trifluoroacetic acid; oxygen / toluene / 0.33 h / 50 °C / 750.08 Torr / Flow reactor View Scheme | |
Multi-step reaction with 2 steps 1: 5,15,10,20-tetraphenylporphyrin; oxygen / dichloromethane / 60 °C / Flow reactor; UV-irradiation 2: trifluoroacetic acid; oxygen / toluene / 0.33 h / 25 °C / 750.08 Torr / Flow reactor View Scheme | |
Multi-step reaction with 2 steps 1: 5,15,10,20-tetraphenylporphyrin; oxygen / dichloromethane / 60 °C / Flow reactor; UV-irradiation 2: trifluoroacetic acid; oxygen / toluene / 0.33 h / 50 °C / 750.08 Torr / Flow reactor View Scheme |
(3R)-dihydroarteannuin B acid 2,2,2-trichloroethyl carbonate
C12H13O2(CH3)3(O)(OO)
Conditions | Yield |
---|---|
With oxygen; trifluoroacetic acid; 5,10,15,20-tetraphenyl-21H,23H-porphine In dichloromethane at -10 - 20℃; for 22h; Photochemical reaction; | 58.7% |
(3R)-dihydroarteannuin B acid phenyl carbonate
C12H13O2(CH3)3(O)(OO)
Conditions | Yield |
---|---|
With oxygen; trifluoroacetic acid; 5,10,15,20-tetraphenyl-21H,23H-porphine In dichloromethane at -10 - 20℃; for 22h; Photochemical reaction; | 58.4% |
Molecular Structure:
Molecular Formula: C15H22O5
Molecular Weight: 282.33
CAS NO: 63968-64-9
H bond acceptors: 5
H bond donors: 0
Freely Rotating Bonds: 0
Polar Surface Area: 53.99 Å2
Index of Refraction: 1.533
Molar Refractivity: 70.31 cm3
Molar Volume: 226.4 cm3
Surface Tension: 43.5 dyne/cm
Density: 1.24 g/cm3
Flash Point: 172 °C
Enthalpy of Vaporization: 63.93 kJ/mol
Boiling Point: 389.9 °C at 760 mmHg
Vapour Pressure: 2.76E-06 mmHg at 25°C
Melting point: 156-157 °C(lit.)
Alpha: 76 o (c=0.5,MeOH)
Appearance: Crystalline Solid
Stability: Stable. Combustible. Incompatible with strong oxidizing agents, acids, acid chlorides, acid anhydrides. May absorb, and react with, carbon dioxide from the air.
Product Categories of Artemisinin (CAS NO.63968-64-9): Active Pharmaceutical Ingredients;Miscellaneous Natural Products;Others (Antibiotics for Research and Experimental Use);Antibiotics for Research and Experimental Use;Biochemistry;Standard extract;Natural Plant Extract;Intermediates & Fine Chemicals;Pharmaceuticals;Miscellaneous Compounds
Artemisinin (CAS NO.63968-64-9) is derived from a herb used in Chinese traditional medicine, though it is usually chemically modified and combined with other medications.Combination therapies that include artemisinin are the preferred treatment for malaria and are both effective and well tolerated in patients. It is also being studied as a treatment for cancer.
Artemisinin (CAS NO.63968-64-9) is isolated from the plant Artemisia annua. It is only produced when the plant is subjected to certain conditions, most likely biotic or abiotic stress.
Here is biosynthesis of Artemisinin .
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
dog | LD | intramuscular | > 800mg/kg (800mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Journal of Traditional Chinese Medicine Vol. 2, Pg. 31, 1982. |
mouse | LD | unreported | > 2gm/kg (2000mg/kg) | Antimicrobial Agents and Chemotherapy. Vol. 37, Pg. 1108, 1993. | |
mouse | LD50 | intramuscular | 2800mg/kg (2800mg/kg) | Chinese Medical Journal Vol. 92, Pg. 811, 1979. | |
mouse | LD50 | intraperitoneal | 1558mg/kg (1558mg/kg) | Chinese Medical Journal Vol. 92, Pg. 811, 1979. | |
mouse | LD50 | oral | 4228mg/kg (4228mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA | Journal of Traditional Chinese Medicine Vol. 2, Pg. 31, 1982. |
rat | LD50 | intramuscular | 2571mg/kg (2571mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA | Journal of Traditional Chinese Medicine Vol. 2, Pg. 31, 1982. |
rat | LD50 | oral | 5576mg/kg (5576mg/kg) | BEHAVIORAL: ALTERED SLEEP TIME (INCLUDING CHANGE IN RIGHTING REFLEX) BEHAVIORAL: TREMOR BEHAVIORAL: ATAXIA | Journal of Traditional Chinese Medicine Vol. 2, Pg. 31, 1982. |
Safety Information about Artemisinin (CAS NO.63968-64-9):
Safety Statements: 22-24/25
22: Do not breathe dust
24/25: Avoid contact with skin and eyes
WGK Germany: 2
Moderately toxic by ingestion, intramuscular, and intraperitoneal routes. When heated to decomposition it emits acrid smoke and fumes.
Artemisinin (CAS NO.63968-64-9) is also called (+)-Arteannuin ; Qinghaosu and [3R-(3R,5aS,6S,8aS,9R,10R,12S,12aR**)]-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-one .