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artemisic acid

Product Name
artemisic acid
CAS No.
80286-58-4
Chemical Name
artemisic acid
Synonyms
Qinghao acid;Qing Hau acid;Artemisia Acid;artemisic acid;Artimisinic Acid;ARTEMISININIC ACID;(+)-artemisinicaci;(+)-Artemisinic Acid;Artemisic acid, 10 mM in DMSO;4,11(13)-Cadinadien-12-oic acid
CBNumber
CB71371483
Molecular Formula
C15H22O2
Formula Weight
234.33
MOL File
80286-58-4.mol
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artemisic acid Property

Melting point:
129-131℃
Boiling point:
373.6±11.0 °C(Predicted)
Density 
1.019
storage temp. 
-20°C Freezer, Under inert atmosphere
solubility 
Chloroform (Slightly), Methanol (Slightly)
pka
4.32±0.11(Predicted)
form 
Solid
color 
White to Pale Yellow
InChI
InChI=1/C15H22O2/c1-9-4-6-12-10(2)5-7-13(14(12)8-9)11(3)15(16)17/h8,10,12-14H,3-7H2,1-2H3,(H,16,17)/t10-,12+,13+,14+/s3
InChIKey
PLQMEXSCSAIXGB-OGGOGTMWNA-N
SMILES
[C@]12([H])C=C(CC[C@@]1([H])[C@@H](CC[C@H]2C(=C)C(=O)O)C)C |&1:0,6,8,11,r|
LogP
5.086 (est)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Cayman Chemical
Product number
25059
Product name
Artemisinic Acid
Purity
≥98%
Packaging
10mg
Price
$43
Updated
2024/03/01
Cayman Chemical
Product number
25059
Product name
Artemisinic Acid
Purity
≥98%
Packaging
25mg
Price
$100
Updated
2024/03/01
Cayman Chemical
Product number
25059
Product name
Artemisinic Acid
Purity
≥98%
Packaging
50mg
Price
$178
Updated
2024/03/01
Cayman Chemical
Product number
25059
Product name
Artemisinic Acid
Purity
≥98%
Packaging
100mg
Price
$270
Updated
2024/03/01
Usbiological
Product number
299948
Product name
Artemisic acid
Packaging
10mg
Price
$490
Updated
2021/12/16
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artemisic acid Chemical Properties,Usage,Production

Chemical Properties

White crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from the Asteraceae plant Artemisia annua.

Uses

Artemisic Acid is a derivative of Artemisinin (A777500), an antimalarial constituent of the tradional Chinese medicinal herb Artemisia annua L., Compositae, which has been known for almost 2000 years as Qinghao. Antimalarial.

Definition

ChEBI: A monocarboxylic acid that is prop-2-enoic acid which is substituted at position 2 by a 4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl group (the 1S,4R,4aS,8aR diastereoisomer). I is a sesquiterpenoid precursor of artemisinin, obtained from sweet wormwood, Artemisia annua.

Synthesis

125184-95-4

80286-58-4

Jones reagent (1.4 M CrO3 in 2.2 M H2SO4 aqueous solution) was added dropwise to a 1 mL acetone solution containing 0.2 mmol of compound 6 (CAS: 125184-95-4) at 0 °C. The reaction mixture was slowly warmed to room temperature and stirred continuously until complete consumption of Feedstock 6 was confirmed by thin layer chromatography (TLC) monitoring. Upon completion of the reaction, water and dichloromethane (CH2Cl2) were added to the mixture for extraction. The organic layer was separated and washed with distilled water and subsequently dried with anhydrous magnesium sulfate (MgSO4). The solvent was evaporated under reduced pressure to afford the target product 2-((1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)acrylic acid in quantitative yield (confirmed by LC/MS). Compound 2 can be further converted to DHAA (3) according to Roth and Acton in Journal of the Chemical Society, Chemical Communications (1989, 24, 1998) or by catalytic hydrogenation (see Example 4).

References

[1] Patent: US2006/270863, 2006, A1. Location in patent: Page/Page column 19

artemisic acid Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from artemisic acid manufacturers

Hebei Chuanghai Biotechnology Co,.LTD
Product
Dihydroartemisinic Artemisic Acid 80286-58-4
Price
US $11.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
10000kg
Release date
2024-08-21
Shanghai Standard Technology Co., Ltd.
Product
Artemisinic acid 80286-58-4
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2020-03-11
Career Henan Chemical Co
Product
artemisic acid 80286-58-4
Price
US $8.00/KG
Min. Order
1KG
Purity
98%
Supply Ability
1 ton
Release date
2018-08-20

80286-58-4, artemisic acidRelated Search:

Artemether Artesunate artemisic acid cis-1,2-divinylcyclohexane Dihydro ArteMisinin-13C,d4 Deoxy Artemisinin (3aS,4R,6aS,7R,10R,10aR)-Octahydro-4,7-diMethyl-2H,10H-furo[3,2-i][2]benzopyran-8,10-diol 10-Acetate Artemisinin DHQHS 2 Diketo aldehyde iMpurity of dihydroarteMisinin (11S)-Dihydroartemisinic Aldehyde (11S)-Dihydroartemisinic Acid (3R,5aS,6R,8aS,9R,12R,12aR)-Decahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano[4,3-j]-1,2-benzodioxepin-10-ol 9-epi-ArteMisinin [[p-(2-methoxyethyl)phenoxy]methyl]oxirane anhydrodihydroartemisinin DihydroarteMisinic acid (11S)-Dihydroartemisinic Alcohol

  • artemisic acid
  • Artimisinic Acid
  • 2-[[(1R)-4β,7-Dimethyl-1,2,3,4,4aβ,5,6,8aβ-octahydronaphthalen]-1α-yl]acrylic acid
  • Qing Hau acid
  • Qinghao acid
  • 1-Naphthaleneaceticacid, 1,2,3,4,4a,5,6,8a-octahydro-4,7-dimethyl-a-methylene-, (1R,4R,4aS,8aR)-
  • ARTEMISININIC ACID
  • 4,11(13)-AMorphadien-12-oic acid
  • 4,11(13)-Cadinadien-12-oic acid
  • 2-[(1R,4R,4aS,8aR)-4,7-dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl]prop-2-enoic acid
  • Artemisia Acid
  • 1-Naphthaleneacetic acid, 1,2,3,4,4a,5,6,8a-octahydro-4,7-dimethyl-α-methylene-, (1R,4R,4aS,8aR)-
  • (+)-artemisinicaci
  • Dihydroartemisinic Artemisic Acid
  • 2-((1R,4R,4aS,8aR)-4,7-Dimethyl-1,2,3,4,4a,5,6,8a-octahydronaphthalen-1-yl)acrylic acid
  • (+)-Artemisinic Acid
  • Arteannuic acid,inhibit,Qing Hao acid,Inhibitor,Artemisic acid,Bacterial
  • Artemisic acid, 10 mM in DMSO
  • 80286-58-4
  • chemical reagent
  • pharmaceutical intermediate
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Miscellaneous Natural Products