Welcome to LookChem.com Sign In|Join Free
  • or
Home > Products >  > 

Dihydroartemisinin

Related Products

Hot Products

Basic Information Post buying leads Suppliers
Name

Dihydroartemisinin

EINECS
CAS No. 71939-50-9 Density 1.24 g/cm3
PSA 57.15000 LogP 2.18670
Solubility Melting Point 144-149 °C
Formula C15H24O5 Boiling Point 375.6 °C at 760 mmHg
Molecular Weight 284.35 Flash Point 181 °C
Transport Information Appearance white solid
Safety 22-24/25 Risk Codes
Molecular Structure Molecular Structure of 71939-50-9 (3,12-Epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol,decahydro-3,6,9-trimethyl-, (3R,5aS,6R,8aS,9R,10S,12R,12aR)-) Hazard Symbols
Synonyms

Cotecxin;DHQHS 2;Dihydroqinghaosu;Salaxin;Santecxin;

 

Dihydroartemisinin Synthetic route

63968-64-9

C12H13O2(CH3)3(O)(OO)

71939-50-9

dihydroartemisinin

Conditions
ConditionsYield
With methanol; sodium tetrahydroborate at 0℃; for 3h;98%
With sodium tetrahydroborate In methanol at 0 - 5℃; for 3.33333h;97.15%
With sodium tetrahydroborate In methanol for 1.25h;96%
75887-54-6

artemotil

A

71939-50-9

dihydroartemisinin

B

82534-75-6

Alpha-Arteether

Conditions
ConditionsYield
With iron(III) chloride In dichloromethane at 25℃; Product distribution; var. temp. and β-arteether/FeCl3 ratios;
255730-31-5

10α-(4-benzylpiperazin-1-yl)-10-deoxoartemisinin

A

71939-50-9

dihydroartemisinin

B

1093625-96-7

(R)-2-[(3S,4R)-4-Methyl-2-oxo-3-(3-oxo-butyl)-cyclohexyl]-propionaldehyde

C

(3aS,4R,7S,7aR)-4-Methyl-7-((R)-1-methyl-2-oxo-ethyl)-hexahydro-benzofuran-7a-carbaldehyde

Conditions
ConditionsYield
With hemin; L-Cysteine In water; acetonitrile at 23℃; for 24h; pH=7.4; Product distribution; Further Variations:; Reagents;A 6 % Spectr.
B 4 % Spectr.
C 6 % Spectr.
71939-50-9

dihydroartemisinin

Conditions
ConditionsYield
Multi-step reaction with 2 steps
1: trifluoroacetic acid; oxygen / toluene / -20 - 10 °C / Flow reactor; Photolysis; Irradiation
2: sodium tetrahydroborate; lithium chloride; lithium carbonate; ethanol
View Scheme
71939-50-9

dihydroartemisinin

98-88-4

benzoyl chloride

82596-25-6

10α-dihydroartemisinyl benzoate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃;100%
With pyridine In dichloromethane at 0℃; for 16h;100%
With pyridine In dichloromethane at 20℃; for 16h;97%
71939-50-9

dihydroartemisinin

98-88-4

benzoyl chloride

163381-14-4

(5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl benzoate

Conditions
ConditionsYield
With pyridine In dichloromethane at 0 - 20℃; for 16h;100%
With pyridine In dichloromethane at 0℃; for 16h; Inert atmosphere;91%
108-24-7

acetic anhydride

71939-50-9

dihydroartemisinin

221890-91-1

O-acetyldihydroartemisinin

Conditions
ConditionsYield
With pyridine; dmap at 0 - 20℃; for 3h;99%
108-24-7

acetic anhydride

71939-50-9

dihydroartemisinin

75887-51-3

dihydroartemisinin acetate

Conditions
ConditionsYield
With dmap In dichloromethane at 20℃;98%
In pyridine at 20℃; for 8h;92%
With pyridine; dmap In dichloromethane at 25℃; Acetylation;87%
With pyridine; dmap at -78 - 20℃; Inert atmosphere;
700-57-2

1-adamantanol

71939-50-9

dihydroartemisinin

C25H38O5

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at -10 - -5℃; for 2h;97%
71939-50-9

dihydroartemisinin

100-51-6

benzyl alcohol

10β-(phenylmethoxy)dihydroartemisinin

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether for 6h;96%
71939-50-9

dihydroartemisinin

82596-30-3

9,10-dehydrodihydroartemisinin

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether at 0 - 20℃; Darkness;95%
With phosphorus pentoxide In dichloromethane90%
With boron trifluoride diethyl etherate In diethyl ether at 20℃; for 18h;90%
71939-50-9

dihydroartemisinin

122-04-3

4-nitro-benzoyl chloride

A

C22H27NO8

B

12α-dihydroartemisinyl 4'-nitrobenzoate

Conditions
ConditionsYield
With triethylamine In dichloromethane Cooling;A n/a
B 95%
71939-50-9

dihydroartemisinin

122-04-3

4-nitro-benzoyl chloride

12α-dihydroartemisinyl 4'-nitrobenzoate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; for 24h;94%
With triethylamine In dichloromethane at 20℃;82%
71939-50-9

dihydroartemisinin

75-36-5

acetyl chloride

75887-51-3

dihydroartemisinin acetate

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0℃; for 2h;94%
75-77-4

chloro-trimethyl-silane

71939-50-9

dihydroartemisinin

10-trimethylsylylether-artemisinin

Conditions
ConditionsYield
With triethylamine In dichloromethane at 0 - 5℃; for 0.0833333h;94%
71939-50-9

dihydroartemisinin

107-19-7

propargyl alcohol

C17H24O5

Conditions
ConditionsYield
With 12-tungstophosphoric acid hydrate In dichloromethane at 20℃; Inert atmosphere;94%
75-77-4

chloro-trimethyl-silane

71939-50-9

dihydroartemisinin

140658-34-0

10β-(trimethylsilyloxy)dihydroartemisinin

Conditions
ConditionsYield
With pyridine for 24h; Ambient temperature;93%
With pyridine at 0℃; for 1.25h;81%
In pyridine at 0℃; for 1.25h;76%
71939-50-9

dihydroartemisinin

619-66-9

4-Carboxybenzaldehyde

1009081-17-7

C23H28O7

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;93%
With dmap; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 25h;40.46%
108-30-5

succinic acid anhydride

71939-50-9

dihydroartemisinin

butanedioic acid [3R-(3α,5aβ,6β,8aβ,9α,12β,12aR*)]-mono(decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-yl) ester

Conditions
ConditionsYield
With triethylamine In dichloromethane at 18℃; for 4h; Concentration;91%
With piperidine In dichloromethane at 0 - 25℃; for 2h;85%
With pyridine for 168h; Ambient temperature;20 mg
108-30-5

succinic acid anhydride

71939-50-9

dihydroartemisinin

88495-63-0

artesunic acid

Conditions
ConditionsYield
With 1H-imidazole In dichloromethane at 20℃; for 2h;91%
With dmap In dichloromethane at 20℃;
75-77-4

chloro-trimethyl-silane

71939-50-9

dihydroartemisinin

255731-10-3

10α-(trimethylsilyloxy)dihydroartemisinin

Conditions
ConditionsYield
With triethylamine In dichloromethane at 20℃; Cooling with ice;90%
With triethylamine In dichloromethane at 0℃; for 1.5h;83%
With triethylamine In dichloromethane
71939-50-9

dihydroartemisinin

540-51-2

2-bromoethanol

101834-30-4

1-bromo-2-(10β-dihydroartemisinoxy)ethane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃;90%
With boron trifluoride diethyl etherate In dichloromethane at 0℃;87%
With boron trifluoride diethyl etherate In dichloromethane at 0 - 20℃; for 6h;71%
112-92-5

1-octadecanol

71939-50-9

dihydroartemisinin

A

C33H60O5

B

C33H60O5

Conditions
ConditionsYield
With acidic catalyst In dichloromethane at 0 - 10℃;A 90%
B n/a
71939-50-9

dihydroartemisinin

121-90-4

m-nitrobenzoic acid chloride

A

12α-dihydroartemisinyl 3'-nitrobenzoate

B

C22H27NO8

Conditions
ConditionsYield
With triethylamine In dichloromethane Cooling;A 90%
B n/a
112-16-3

n-dodecanoyl chloride

71939-50-9

dihydroartemisinin

A

12α-dihydroartemisinyl laurate

B

C27H46O6

Conditions
ConditionsYield
With triethylamine In dichloromethane Cooling;A 90%
B n/a
66411-55-0

2,3-(Methylenedioxy)benzoyl chloride

71939-50-9

dihydroartemisinin

A

C23H28O8

B

C23H28O8

Conditions
ConditionsYield
With triethylamine In dichloromethane Cooling;A 90%
B n/a
71939-50-9

dihydroartemisinin

112-67-4

n-hexadecanoyl chloride

A

C31H54O6

B

12α-dihydroartemisinyl palmitate

Conditions
ConditionsYield
With triethylamine In dichloromethane Cooling;A n/a
B 90%
55-22-1

pyridine-4-carboxylic acid

71939-50-9

dihydroartemisinin

C21H27NO6

Conditions
ConditionsYield
With dmap; triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 4.5h;90%
59-67-6

nicotinic acid

71939-50-9

dihydroartemisinin

C21H27NO6

Conditions
ConditionsYield
With dmap; triethylamine; dicyclohexyl-carbodiimide In dichloromethane at 0 - 20℃; for 4.5h;90%
6908-41-4

4-(methoxycarbonyl)benzyl alcohol

71939-50-9

dihydroartemisinin

216963-48-3

methyl p-<(10-dihydroartemisininoxy)methyl>benzoate

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether for 24h; Ambient temperature;89%
With chloro-trimethyl-silane Ambient temperature;85%
71939-50-9

dihydroartemisinin

627-18-9

1-bromo-3-propanol

165068-34-8

1-bromo-3-(10β-dihydroartemisinoxy)propane

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In dichloromethane at 0℃;89%
With boron trifluoride diethyl etherate In dichloromethane at 20℃; Etherification;60%
With boron trifluoride diethyl etherate In diethyl ether for 6h;52%
140-10-3

(E)-3-phenylacrylic acid

71939-50-9

dihydroartemisinin

(3R,5aS,6R,8aS,9R,12R,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl cinnamate

Conditions
ConditionsYield
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃;89%
71939-50-9

dihydroartemisinin

540-51-2

2-bromoethanol

C17H27BrO5

Conditions
ConditionsYield
With boron trifluoride diethyl etherate In diethyl ether for 14h; Concentration; Cooling with ice;87.5%

Dihydroartemisinin Chemical Properties

Chemical Name: Dihydroartemisinin
CAS No.: 71939-50-9
Molecular Formula: C15H24O5
Molecular Weight: 284.35 g/mol
Melting Point: 144-149°C
Density: 1.24 g/cm3 
Flash Point: 181 °C
Boiling Point: 375.6 °C at 760 mmHg
Storage temp.: 2-8°C
Following is the structure of Dihydroartemisinin (CAS No.:71939-50-9):


Product Categories about Dihydroartemisinin (CAS No.:71939-50-9) are Miscellaneous Natural Products ; Intermediates & Fine Chemicals ; Metabolites & Impurities ; Pharmaceuticals
The chemical synonymous of Dihydroartemisinin (CAS No.:71939-50-9) are (3r,5as,6r,8as,9r,10r,12r,12ar)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12h-pyrano[4,3-j]-1,2-benzodioxepin-10-ol ; Dihydroarteminisin ; Dihydroartemisin ; (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-ol ; Alaxin ; b-Dihydroartemisinin ; Cotecxin

Dihydroartemisinin Specification

 Dihydroartemisinin (CAS No.:71939-50-9) is a drug used to treat malaria. Dihydroartemisinin is the active metabolite of all artemisinin compounds (artemisinin, artesunate, artemether, etc.) and is also available as a drug in itself. The lactone of artemisinin could selectively be reduced with mild hydride-reducing agents, such as sodium borohydride, potassium borohydride, and lithium borohydride to dihydroartemisinin (a lactol) in over 90% yield. It is a novel reduction, because normally lactone cannot be reduced with sodium borohydride under the same reaction conditions. Reduction with LiAlH4 leads to some rearranged products. It was surprising to find that the lactone was reduced, but that the peroxy group survived. However, the lactone of deoxyartemisinin resisted reduction with sodium borohydride and could only be reduced with isobutylaluminium hydride to the lactol, (deoxydihydroartimisinin). These results show that the peroxy group assists the reduction of lactone with sodium borohydride to a lactol, but not to the alcohol which is the over-reduction product. No clear evidence for this reduction process exists.

Please post your buying leads,so that our qualified suppliers will soon contact you!
*Required Fields