CAS No.63968-64-9,Artemisinin Suppliers

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Basic Information

Molecular Structure:
CAS No.:	63968-64-9
Name:	Artemisinin
Article Data:	61

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

Synthetic route

: (3R,5aS,6R,8aS,9R,10S,12R,12aR)-decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-yl carbamate

: 63968-64-9
C12H13O2(CH3)3(O)(OO)

Conditions

Conditions	Yield
With [bis(acetoxy)iodo]benzene; magnesium oxide; Rh2(fb)4 In dichloromethane for 24h; Heating;	96%

: 85031-60-3
4α-hydroperoxy-amorph-5-en-12-oic acid

A: 63968-64-9
C12H13O2(CH3)3(O)(OO)

B: 104196-16-9
(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

Conditions	Yield
With oxygen; trifluoroacetic acid In toluene Flow reactor; chemoselective reaction;	A 81% B 7%

: 96-99-1
4-chloro-3-nitrobenzoate

: 7β-hydroxyartemisinin

: 63968-64-9
C12H13O2(CH3)3(O)(OO)

Conditions

Conditions	Yield
With triphenylphosphine; diethylazodicarboxylate In tetrahydrofuran at 0 - 20℃; for 12h; Inert atmosphere;	75%

: 85031-60-3
4α-hydroperoxy-amorph-5-en-12-oic acid

: 63968-64-9
C12H13O2(CH3)3(O)(OO)

Conditions

Conditions	Yield
With oxygen; copper(I) triflate at 20℃; Temperature;	65%

: 1267472-30-9
(3R)-dihydroarteannuin B acid methyl carbonate

: 63968-64-9
C12H13O2(CH3)3(O)(OO)

Conditions

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%

: 1267472-33-2
(3R)-dihydroarteannuin B acid ethyl carbonate

: 63968-64-9
C12H13O2(CH3)3(O)(OO)

Conditions

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

: 1267472-35-4
(3R)-dihydroarteannuin B acid benzyl carbonate

: 63968-64-9
C12H13O2(CH3)3(O)(OO)

Conditions

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%

: 85031-59-0, 110715-68-9, 126643-10-5
dihydroartemisinic acid

A: 63968-64-9
C12H13O2(CH3)3(O)(OO)

B: 207446-83-1
arteanniun H

Conditions

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

: 1267472-31-0
(3R)-dihydroarteannuin B acid 2,2,2-trichloroethyl carbonate

: 63968-64-9
C12H13O2(CH3)3(O)(OO)

Conditions

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%

: 1267472-37-6
(3R)-dihydroarteannuin B acid phenyl carbonate

: 63968-64-9
C12H13O2(CH3)3(O)(OO)

Conditions

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%

Raw Materials

Downstream Products

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Chemistry

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

Uses

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.

Production

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 .

Toxicity Data With Reference

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 Profile

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.

Specification

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 .

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