4'-Demethylepipodophyllotoxin

Product Name: 4'-Demethylepipodophyllotoxin
CAS No.: 6559-91-7
Chemical Name: 4'-Demethylepipodophyllotoxin
Synonyms: 4'-DMEP;Etoposide impurity E;Intermediate Impurity 80;Podophyllotoxin Derivate 1;Podophyllotoxin Impurity B;Demethylpodophyllotoxin, 4'-;4'-Demethylepipodophyllotoxi;4’-Dmethylepipodophyllotoxin;4-DEMETHYL EPIPODOPHYLLOTOXIN;4 -DEMETHYL EIPODOPHYLLOTOXIN
CBNumber: CB6447599
Molecular Formula: C21H20O8
Formula Weight: 400.38
MOL File: 6559-91-7.mol

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4'-Demethylepipodophyllotoxin Property

Melting point:: 246-248°C
Boiling point:: 626.5±55.0 °C(Predicted)
Density: 1.446±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Store in freezer, under -20°C
solubility: Chloroform (Slightly), Methanol (Slightly)
form: Solid
pka: 9.94±0.40(Predicted)
color: White to Off-White
InChIKey: YVCVYCSAAZQOJI-JHQYFNNDSA-N
SMILES: O1C2=CC3=C(C=C2OC1)[C@@H](C1=CC(OC)=C(O)C(OC)=C1)[C@@]1([H])C(=O)OC[C@]1([H])[C@@H]3O

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Safety

HS Code: 29349990

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H350May cause cancer

H360May damage fertility or the unborn child

Precautionary statements

P201Obtain special instructions before use.

P202Do not handle until all safety precautions have been read and understood.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P308+P313IF exposed or concerned: Get medical advice/attention.

P405Store locked up.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: PHR3362
Product name: Teniposide Related Compound A
Purity: certified reference material, pharmaceutical secondary standard
Packaging: 20MG
Price: $379
Updated: 2025/07/31

Sigma-Aldrich

Product number: 1643747
Product name: Teniposide Related Compound A
Purity: United States Pharmacopeia (USP) Reference Standard
Packaging: 10MG
Price: $541
Updated: 2025/07/31

TCI Chemical

Product number: D5653
Product name: 4'-Demethylepipodophyllotoxin
Packaging: 1G
Price: $39
Updated: 2025/07/31

TCI Chemical

Product number: D5653
Product name: 4'-Demethylepipodophyllotoxin
Packaging: 5G
Price: $178
Updated: 2025/07/31

Cayman Chemical

Product number: 28393
Product name: 4''-Demethylepipodophyllotoxin
Packaging: 1g
Price: $68
Updated: 2024/03/01

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4'-Demethylepipodophyllotoxin Chemical Properties,Usage,Production

Chemical Properties

Off-White Solid

Uses

A potent inhibitor of microtubule assembly.

Definition

ChEBI: An organic heterotetracyclic compound that is the 9- epimer of 4'-demethylpodophyllotoxin.

Synthesis

518-28-5

6559-91-7

(5R,5aR,8aR,9R)-9-Hydroxy-5-(3,4,5-trimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one (onychocercazylidene, 2.1 g, 5.0 mmol) was used as a raw material and dissolved in anhydrous dichloromethane. Sodium iodide (2.3 g, 15.0 mmol) was added to this solution and stirred for 5 min. The reaction mixture was cooled to 0°C (ice-water bath) and methanesulfonic acid (1.48 mL, 15.0 mmol) was added slowly dropwise, after which stirring was continued and gradually brought to room temperature. The reaction was continued at room temperature for 5 hours, during which time nitrogen was introduced to remove the HI gas generated from the reaction. After completion of the reaction, the solvent was removed by concentration under reduced pressure. The crude product was dissolved in a solvent mixture of acetone-water (25 mL-25 mL), barium carbonate (2.0 g, 10.0 mmol) was added, and the reaction was carried out at 40 °C for 30 min. The reaction solution was diluted with dichloromethane (100 mL), poured into 500 mL of 10% aqueous sodium thiosulfate solution and extracted with dichloromethane. The organic phases were combined, dried with anhydrous sodium sulfate and concentrated under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography (eluent: chloroform:methanol=92:8) to afford the target product (5R,5aR,8aR,9S)-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxolan-6(8H)-one ( VII, 1.8g, 90% yield), as white solid.

in vivo

4'-Demethylepipodophyllotoxin (1 μg/mL, 200 μL, topical application, 24 weeks) reduces the tumor incidence, tumor volume, and the conversion efficiency of papillomas to squamous cell carcinomas in DMBA/TPA-induced mouse skin carcinogenesis model^[1].

References

[1] Synthetic Communications, 2012, vol. 42, # 18, p. 2780 - 2789
[2] Patent: CN104098594, 2016, B. Location in patent: Paragraph 0040-0041
[3] European Journal of Medicinal Chemistry, 2011, vol. 46, # 3, p. 901 - 906
[4] Journal of Medicinal Chemistry, 2015, vol. 58, # 11, p. 4851 - 4856
[5] Journal of Medicinal Chemistry, 1998, vol. 41, # 23, p. 4475 - 4485

4'-Demethylepipodophyllotoxin Preparation Products And Raw materials

Raw materials

Preparation Products

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4'-Demethylepipodophyllotoxin Suppliers

Americas 1 Canada 1 China 344 Europe 1 Germany 1 India 10 Japan 1 Switzerland 1 United Kingdom 7 United States 21 Global 388

Nanjing Duolong Bio-tech Co.,Ltd.

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Innochem(Beijing) Technology Co.,Ltd.

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Shanghai Ennopharm Co., Ltd.

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View Lastest Price from 4'-Demethylepipodophyllotoxin manufacturers

Anhuyan (Hainan) Biotechnology Co., LTD

Product: 4'-Demethylepipodophyllotoxin 6559-91-7
Price: US $0.00/G/KG
Min. Order: 1G/KG
Purity: 99%
Supply Ability: 1000000KG
Release date: 2025-04-22

Shaanxi Dideu New Materials Co. Ltd

Product: 4'-Demethylepipodophyllotoxin 6559-91-7
Price: US $0.00/kg
Min. Order: 1kg
Purity: 99%
Supply Ability: 10000KGS
Release date: 2025-02-22

Shanghai Standard Technology Co., Ltd.

Product: 4'-Demethylepipodophyllotoxin 6559-91-7
Price: US $0.00/mg
Min. Order: 5mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2019-11-28

6559-91-7, 4'-DemethylepipodophyllotoxinRelated Search:

Podophyllotoxin Norandrostenedione CHLOROPHOSPHONAZO III 4’-demethylepipodophyllotoxin-β-D-glucoside,4'-demethylepipodophyllotoxin-9 beta-glucopyranoside Etoposide 4'-deMethylpodophyllotoxin 4'-Demethylpodophyllotoxin Etoposide Impurity B α-Etoposide Etoposide EP Impurity J Etoposide EP Impurity A Etoposide EP Impurity H 4'-deMethyldehydropodophyllotoxin Etoposide EP Impurity Q Etoposide EP Impurity I Etoposide impurity O Etoposide phosphate 4’-demethylepipodophyllotoxin9-(4,6-o-2-thenylidene-beta-d-glucopyranoside

(5R)-5,8,8aβ,9-Tetrahydro-9α-hydroxy-5β-(4-hydroxy-3,5-dimethoxyphenyl)furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aαH)-one

(5R)-5β-(3,5-Dimethoxy-4-hydroxyphenyl)-7α-(hydroxymethyl)-8α-hydroxy-5,6,7,8-tetrahydronaphtho[2,3-d]-1,3-dioxole-6β-carboxylic acid 6,7-lactone

(5R)-5β-(3,5-Dimethoxy-4-hydroxyphenyl)-9α-hydroxy-5,5aα,6,8,8aβ,9-hexahydrofuro[3',4':6,7]naphtho[2,3-d]-1,3-dioxole-6-one

(5R,5aα,8aβ)-5,8,8a,9-Tetrahydro-5β-(4-hydroxy-3,5-dimethoxyphenyl)-9α-hydroxyfuro[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one

4-Domethylpodophyllotoxin, 4'-demethyl-epi-Podophyllotoxin

4'-O-deMethylepipodophyllotoxin

4-DeMethyl Epipodophyllotoxin(DMEP)

Demethylpodophyllotoxin, 4'-

Podophyllotoxin Derivate 1

oxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-,(5r-(5-alpha,5a-beta,8a-alpha,9-beta))

4'-DMEP

4'-DEMETHYLEPIPODOPHYLLOTOXINE

4-DEMETHYL EPIPODOPHYLLOTOXIN

Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one,5,8,8a,9-tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-,(5R,5aR,8aR,9S)-

(5R,5aR,8aR,9S)-9-Hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-5,5a,8a,9-tetrahydrofuro[3',4':6,7]naphtho[2,3-d][1,3]dioxol-6(8H)-one

4 -DEMETHYL EIPODOPHYLLOTOXIN

4 -DEMETHYL EIPODOPHYLLOTOXIN 95%

(5R,5aR,8aR,9S)-5,8,8a,9-Tetrahydro-9-hydroxy-5-(4-hydroxy-3,5-dimethoxyphenyl)-furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one

4'-Demethylepipodophyllotoxin ,98%

Etoposide impurity E

Etoposide Impurity 5 (Etoposide EP Impurity E)

Podophyllotoxin p-Desmethyl 9-Epimer

4'-Demethylepipodophyllotoxi

4’-Dmethylepipodophyllotoxin

4'-Demethylepipodophyllotoxin USP/EP/BP

Etoposide EP Impurity E (4'-Demethyl epi-Podophyllotoxin (DMEP))

(5S,5aR,8aR,9R)-5-hydroxy-9-(4-hydroxy-3,5-dimethoxyphenyl)-5a,6,8a,9-tetrahydro-5H-[2]benzofuro[5,6-f][1,3]benzodioxol-8-one

Teniposide Related Compound A (4''-Demethylepipodophyllotoxin) (1643747)

Teniposide USP Related Compound A

Podophyllotoxin EP Impurity B

Podophyllotoxin Impurity B

4'-Demethylepipodophyllotoxin

4'-Demethyl epi-Podophyllotoxin (DMEP)

Podophyllotoxin EP Impurity B (4'-Demethyl Epi-Podophyllotoxin (Dmep))

4''-Demethylepipodophyllotoxin

4''-Demethylepipodophyllotoxin, 10 mM in DMSO

4&#8242,-Demethylepipodophyllotoxin

4-Demethylepipodophyllotoxin(NSC-122819,VM-26)

4|-Demethylepipodophyllotoxin (4'-O-demethylepipodophyllotoxin

Intermediate Impurity 80

6559-91-7

559-91-7

C21H20O8

chemical reagent

pharmaceutical intermediate

phytochemical

reference standards from Chinese medicinal herbs (TCM).

standardized herbal extract

Inhibitors

Miscellaneous Natural Products

Plant Oils, Toxins, Phenolic Acids & Derivatives

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