Artesunate
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Identifiers
CAS number
88495-63-0Molecular formula
C19H28O8SMILES
C[C@@H]1CC[C@H]2[C@H]([C@@H](O[C@H]3[C@@]24[C@H]1CC[C@](O3)(OO4)C)OC(=O)CCC(=O)O)C
Safety labels
Irritant -
Odor profile
Fragrance Odorless 56.46% Roasted 23.62% Lactonic 22.4% Milky 22.35% Buttery 20.71% Cooling 20.19% Savory 19.75% Nutty 19.45% Mint 18.78% Creamy 17.84% Flavor Bitter 53.11% Fatty 32.55% Odorless 27.11% Sweet-like 23.72% Bland 22.31% Fruity 21.88% Cedarleaf 21.42% Bouillon 20.73% Cauliflower 20.68% Ripe apricot 20.63% Odor impact est.
Low -
Properties
XLogP3-AA
2.5pKa est.
5.62 (weak acid)Molecular weight
384.4 g/molVapor pressure est.
- hPa @ 20°C
- hPa @ 25°C
Evaporation rate
Ultra slowBoiling point est.
379°CMelting point expt.
- 131-135
Flash point
- 183.37 ˚C est.
-
Synonyms
- Artesunate
- Artesunic acid
- 88495-63-0
- Arsumax
- Plasmotrin
- Qinghaozhi
- Saphnate
- Artesunato
- Artesunatum
- Dihydroqinghasu hemsuccinate
- Zysunate
- WR 256283
- Dihydroqinghaosu hemisuccinate
- CHEBI:63918
- LJPC-0118
- Dihydroartemisinine-12alpha-succinate
- 60W3249T9M
- NSC-712571
- Butanedioic acid, 1-[(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] ester
- DTXSID3042681
- 4-oxo-4-[[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecan-10-yl]oxy]butanoic acid
- Butanedioic acid, mono((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) ester
- 4-oxo-4-{[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxypyrano[4,3-j][1,2]benzodioxepin-10-yl]oxy}butanoic acid
- 4-oxo-4-(((1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo(10.3.1.04,13.08,13)hexadecan-10-yl)oxy)butanoic acid
- 4-oxo-4-(((3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxypyrano(4,3-j)(1,2)benzodioxepin-10-yl)oxy)butanoic acid
- butanedioic acid, 1-((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) ester
- alpha-artesunic acid
- RefChem:54307
- Dihydroartemisinin, Succinyl
- P01BE03
- DTXCID601508461
- SM804
- Dihydroartemisinine 12 alpha succinate
- 4-oxo-4-(((3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3,12-epoxypyrano(4,3-j)-1,2-benzodioxepin-10-yl)oxy)butanoic acid
- 618-170-5
- Butanedioic acid, mono((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) ester
- Arinate
- .alpha.-artesunic acid
- Succinyl dihydroartemisinin
- Arsuamoon
- Plasmotrim
- Asumax
- Gsunate Forte
- Artesunata
- Cosinate
- Artesunate [USAN]
- MFCD00866204
- (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, hydrogen succinate
- Artesunate [INN]
- WR-256283
- Armax 200
- Artesunatum [INN-Latin]
- Artesunato [INN-Spanish]
- Artsuna
- Nuartez
- Artesunate [USAN:INN:BAN]
- C19H28O8
- UNII-60W3249T9M
- HSDB 7458
- Quinghaosu reduced succinate ester
- 4-oxo-4-(((3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromen-10-yl)oxy)butanoic acid
- D95
- Artesunate (Standard)
- ARTESUNATE [MI]
- ARTESUNATE [HSDB]
- ARTESUNATE [VANDF]
- ARTESUNATE [MART.]
- ARTESUNATE [USP-RS]
- ARTESUNATE [WHO-DD]
- ARTESUNATE [WHO-IP]
- MLS006011590
- CHEMBL361497
- GTPL9956
- orb1310621
- ARTESUNATE [ORANGE BOOK]
- SCHEMBL14552891
- HY-N0193R
- ARTESUNATUM [WHO-IP LATIN]
- HY-N0193
- STR09744
- BDBM50248021
- EBC-17081
- AKOS037515734
- CS-8151
- DB09274
- FA17994
- NCGC00164600-10
- NCGC00164600-15
- SMR002499399
- NS00099352
- DIHYDROARTEMISININE-12.ALPHA.-SUCCINATE
- EN300-6482026
- Q707939
- BRD-K54634444-001-05-9
- WR-256283;ART;Armax 200;SM-804;HSDB-7458
- 3R,5AS,6R,8AS,9R,10S,12R,12AR)-3,6,9-TRIMETHYLDECAHYDRO-3,12-EPOXY-12H-PYRANO(4,3-J)-1,2-BENZODIOXEPIN-10-YL HYDROGEN BUTANEDIOATE
- 4-OXO-4-(3R,5AS,6R,8AS,9R,10S,12R,12AR)-3,6,9-TRIMETHYLDECAHYDRO-3,12-EPOXYPYRANO(4,3-J)-1,2-BENZODIOXEPIN-10-YL HYDROGEN BUTANEDIOATE
- 4-oxo-4-{[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0?,(1)(3).0?,(1)(3)]hexadecan-10-yl]oxy}butanoic acid
- 4-oxo-4-{[(1R,4S,5R,8S,9R,10S,12R,13R)-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.0^{4,13}.0^{8,13}]hexadecan-10-yl]oxy}butanoic acid
- 4-Oxo-4-{[(3R,5aS,6R,8aS,9R,10S,12R,12aR)-3,6,9-trimethyldecahydro-12H-3,12-epoxypyrano[4,3-j][1,2]benzodioxepin-10-yl]oxy}butanoic acid
- Butanedioic acid mono(3R,5?S,6R,8?S,9R,10S,12R,12?R)-decahydro-3,6 ,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-yl] ester
- BUTANEDIOIC ACID, MONO(DECAHYDRO-3,6,9-TRIMETHYL-3,12-EPOXY-12H-PYRANO(4,3-J)-1,2-BENZODIOXEPIN-10-YL) ESTER, (3R-(3.ALPHA.,5A.BETA.,6.BETA.,8A.BETA.,9.ALPHA.,10.BETA.,12.BETA.,12AR*))-
- 88495-63-0
-
Applications
Artesunate is a semi-synthetic artemisinin derivative primarily used in pharmaceuticals as the active ingredient in artemisinin-based formulations, typically in parenteral and oral presentations to enable rapid onset of action. In addition to its role as an API in antimalarial products, it is also employed as a lead compound or intermediate in the synthesis of other artemisinin derivatives and related drug candidates. In research and development, artesunate supports pharmacokinetic studies, analytical method development, and quality-control benchmarks for artemisinin-derived formulations. In the chemical industry, it can serve as an intermediate in synthetic sequences related to the artemisinin system and is used as a reference material for related production processes.
gpt-5-nano
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Solubility @25˚C
Solvent Solubility (g/L) ethanol 80.23 methanol 63.65 isopropanol 48.12 water 0.52 ethyl acetate 106.36 n-propanol 87.75 acetone 131.07 n-butanol 66.04 acetonitrile 27.56 DMF 150.81 toluene 27.1 isobutanol 53.18 1,4-dioxane 181.55 methyl acetate 101.46 THF 285.26 2-butanone 171.42 n-pentanol 77.6 sec-butanol 51.92 n-hexane 0.36 ethylene glycol 12.3 NMP 200.49 cyclohexane 1.18 DMSO 348.35 n-butyl acetate 58.32 n-octanol 15.53 chloroform 129.6 n-propyl acetate 71.42 acetic acid 153.16 dichloromethane 112.64 cyclohexanone 209.54 propylene glycol 11.29 isopropyl acetate 57.29 DMAc 233.28 2-ethoxyethanol 147.29 isopentanol 49.21 n-heptane 0.21 ethyl formate 85.01 1,2-dichloroethane 75.81 n-hexanol 34.47 2-methoxyethanol 147.71 isobutyl acetate 43.0 tetrachloromethane 10.05 n-pentyl acetate 36.94 transcutol 115.81 n-heptanol 19.71 ethylbenzene 12.75 MIBK 49.77 2-propoxyethanol 113.14 tert-butanol 27.93 MTBE 15.74 2-butoxyethanol 64.61 propionic acid 86.63 o-xylene 15.82 formic acid 82.55 diethyl ether 33.24 m-xylene 13.86 p-xylene 19.34 chlorobenzene 40.28 dimethyl carbonate 43.93 n-octane 0.25 formamide 101.39 cyclopentanone 228.14 2-pentanone 102.14 anisole 37.45 cyclopentyl methyl ether 47.09 gamma-butyrolactone 258.71 1-methoxy-2-propanol 87.4 pyridine 153.72 3-pentanone 77.3 furfural 186.98 n-dodecane 0.47 diethylene glycol 87.69 diisopropyl ether 6.22 tert-amyl alcohol 28.77 acetylacetone 104.27 n-hexadecane 0.57 acetophenone 65.74 methyl propionate 86.69 isopentyl acetate 50.37 trichloroethylene 143.03 n-nonanol 17.11 cyclohexanol 47.73 benzyl alcohol 71.95 2-ethylhexanol 16.9 isooctanol 16.77 dipropyl ether 9.81 1,2-dichlorobenzene 34.42 ethyl lactate 40.16 propylene carbonate 117.78 n-methylformamide 98.11 2-pentanol 25.55 n-pentane 0.37 1-propoxy-2-propanol 53.44 1-methoxy-2-propyl acetate 68.53 2-(2-methoxypropoxy) propanol 55.2 mesitylene 7.7 ε-caprolactone 184.26 p-cymene 8.17 epichlorohydrin 226.46 1,1,1-trichloroethane 41.52 2-aminoethanol 32.8 morpholine-4-carbaldehyde 206.64 sulfolane 241.59 2,2,4-trimethylpentane 0.44 2-methyltetrahydrofuran 126.53 n-hexyl acetate 42.12 isooctane 0.31 2-(2-butoxyethoxy)ethanol 70.11 sec-butyl acetate 45.17 tert-butyl acetate 41.33 decalin 1.27 glycerin 28.86 diglyme 106.09 acrylic acid 77.67 isopropyl myristate 18.77 n-butyric acid 117.09 acetyl acetate 68.53 di(2-ethylhexyl) phthalate 30.35 ethyl propionate 55.68 nitromethane 168.37 1,2-diethoxyethane 44.05 benzonitrile 64.73 trioctyl phosphate 22.01 1-bromopropane 30.7 gamma-valerolactone 340.71 n-decanol 12.66 triethyl phosphate 27.37 4-methyl-2-pentanol 14.8 propionitrile 39.62 vinylene carbonate 117.06 1,1,2-trichlorotrifluoroethane 122.57 DMS 47.09 cumene 8.66 2-octanol 11.89 2-hexanone 83.48 octyl acetate 26.08 limonene 9.57 1,2-dimethoxyethane 152.41 ethyl orthosilicate 23.64 tributyl phosphate 25.15 diacetone alcohol 57.57 N,N-dimethylaniline 22.81 acrylonitrile 55.49 aniline 53.0 1,3-propanediol 70.88 bromobenzene 33.26 dibromomethane 67.87 1,1,2,2-tetrachloroethane 100.41 2-methyl-cyclohexyl acetate 40.3 tetrabutyl urea 34.35 diisobutyl methanol 8.06 2-phenylethanol 54.8 styrene 15.89 dioctyl adipate 34.08 dimethyl sulfate 75.26 ethyl butyrate 42.36 methyl lactate 45.99 butyl lactate 36.17 diethyl carbonate 31.54 propanediol butyl ether 43.58 triethyl orthoformate 29.04 p-tert-butyltoluene 6.48 methyl 4-tert-butylbenzoate 47.61 morpholine 185.74 tert-butylamine 8.48 n-dodecanol 9.21 dimethoxymethane 103.47 ethylene carbonate 110.28 cyrene 90.45 2-ethoxyethyl acetate 60.54 2-ethylhexyl acetate 40.89 1,2,4-trichlorobenzene 49.94 4-methylpyridine 122.88 dibutyl ether 11.68 2,6-dimethyl-4-heptanol 8.06 DEF 96.88 dimethyl isosorbide 86.33 tetrachloroethylene 62.02 eugenol 49.7 triacetin 50.77 span 80 43.5 1,4-butanediol 46.07 1,1-dichloroethane 53.74 2-methyl-1-pentanol 58.38 methyl formate 82.41 2-methyl-1-butanol 52.11 n-decane 0.68 butyronitrile 44.54 3,7-dimethyl-1-octanol 15.38 1-chlorooctane 5.4 1-chlorotetradecane 2.8 n-nonane 0.46 undecane 0.55 tert-butylcyclohexane 0.76 cyclooctane 0.39 cyclopentanol 65.44 tetrahydropyran 118.91 tert-amyl methyl ether 17.18 2,5,8-trioxanonane 83.66 1-hexene 4.34 2-isopropoxyethanol 86.88 2,2,2-trifluoroethanol 59.44 methyl butyrate 80.29 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 |