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4'-Demethylepipodophyllotoxin

4'-Demethylepipodophyllotoxin structure

CAS No.: 6559-91-7

Chemical Name:: 4'-Demethylepipodophyllotoxin

Synonyms: 4-Demethylepipodophyllotoxin(NSC-122819,VM-26);4'-DMEP;Etoposide impurity E;Intermediate Impurity 80;Podophyllotoxin Derivate 1;Podophyllotoxin Impurity B;Demethylpodophyllotoxin, 4'-;4'-Demethylepipodophyllotoxi;4’-Dmethylepipodophyllotoxin;4-DEMETHYL EPIPODOPHYLLOTOXIN

CBNumber:: CB6447599

Molecular Formula:: C21H20O8

Molecular Weight:: 400.38

MDL Number:: MFCD00189421

MOL File:: 6559-91-7.mol

MSDS File:: SDS

TDS File:: TDS

Last updated:2026-08-04 11:17:55

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4'-Demethylepipodophyllotoxin Properties

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
Major Application	pharmaceutical
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
FDA UNII	X0S6I23X6L
UNSPSC Code	41116107
NACRES	NA.24

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS08

Signal word

Danger

Hazard statements

H350-H360

Precautionary statements

P201-P202-P280-P308+P313-P405-P501

WGK Germany

WGK 3

HS Code

29349990

Storage Class

6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects

Hazard Classifications

Carc. 1A
Repr. 1A

NFPA 704

	0
1		0

4'-Demethylepipodophyllotoxin price More Price(93)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	PHR3362	Teniposide Related Compound A certified reference material, pharmaceutical secondary standard	6559-91-7	20MG	$410	2026-04-30	Buy
Sigma-Aldrich	1643747	Teniposide Related Compound A United States Pharmacopeia (USP) Reference Standard	6559-91-7	10MG	$580	2026-04-30	Buy
TCI Chemical	D5653	4'-Demethylepipodophyllotoxin	6559-91-7	1G	$31	2026-04-30	Buy
TCI Chemical	D5653	4'-Demethylepipodophyllotoxin	6559-91-7	5G	$142	2026-04-30	Buy
Cayman Chemical	28393	4''-Demethylepipodophyllotoxin ≥98%	6559-91-7	1g	$42	2026-04-30	Buy

Product number	Packaging	Price	Buy
PHR3362	20MG	$410	Buy
1643747	10MG	$580	Buy
D5653	1G	$31	Buy
D5653	5G	$142	Buy
28393	1g	$42	Buy

4'-Demethylepipodophyllotoxin Chemical Properties,Uses,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 synthesis

Synthesis of 4'-Demethylepipodophyllotoxin from Podophyllotoxin

4'-Demethylepipodophyllotoxin Preparation Products And Raw materials

Raw materials

Podophyllotoxin Sodium iodide Acetone Methanesulfonic acid Water

Barium carbonate Dichloromethane

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Preparation Products

4'-Demethylepipodophyllotoxin Suppliers

Global( 398)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Nanjing Duolong Bio-tech Co.,Ltd.	18905173768	52513593@qq.com	China	2337	50
J & K SCIENTIFIC LTD.	18210857532 18210857532	jkinfo@jkchemical.com	China	96815	76
3B Pharmachem (Wuhan) International Co.,Ltd.	18930552037	3bsc@sina.com	China	15813	69
Chembest Research Laboratories Limited	021-20908456	sales@BioChemBest.com	China	5996	61
Energy Chemical	400-0056266	sales8178@energy-chemical.com	China	44850	61
Nanjing Chemlin Chemical Co., Ltd	025-83697070 13770331960	info@chemlin.com.cn	China	16305	64
Chemsky（shanghai）International Co.,Ltd.	021-50135380	shchemsky@sina.com	China	32273	50
XiaoGan ShenYuan ChemPharm co,ltd	15527621225; 15527621225	1791901229@qq.com	China	6746	52
Innochem(Beijing) Technology Co.,Ltd.	010-56541685 13070143590	sales@innochem.cn	China	172	57
Shanghai Ennopharm Co., Ltd.	+86 (21) 6435-5022		China	4263	65

Supplier	Advantage
Nanjing Duolong Bio-tech Co.,Ltd.	50
J & K SCIENTIFIC LTD.	76
3B Pharmachem (Wuhan) International Co.,Ltd.	69
Chembest Research Laboratories Limited	61
Energy Chemical	61
Nanjing Chemlin Chemical Co., Ltd	64
Chemsky（shanghai）International Co.,Ltd.	50
XiaoGan ShenYuan ChemPharm co,ltd	52
Innochem(Beijing) Technology Co.,Ltd.	57
Shanghai Ennopharm Co., Ltd.	65

View Lastest Price from 4'-Demethylepipodophyllotoxin manufacturers

Update time	Product	Min. Order	Purity	Supply Ability	Manufacturer
2026-08-03	4'-Demethylepipodophyllotoxin 6559-91-7	1kg	98%	1000kg	Shaanxi Dideu New Materials Co. Ltd
2026-06-30	4'-Demethylepipodophyllotoxin 6559-91-7	1kg	99%	10000KGS	Shaanxi Dideu New Materials Co. Ltd
2026-05-22	4'-Demethylepipodophyllotoxin 6559-91-7	1G/KG	99%	1000000KG	Anhuyan (Hainan) Biotechnology Co., LTD

4'-Demethylepipodophyllotoxin
6559-91-7
98%
Shaanxi Dideu New Materials Co. Ltd

4'-Demethylepipodophyllotoxin
6559-91-7
$0.00
99%
Shaanxi Dideu New Materials Co. Ltd

4'-Demethylepipodophyllotoxin
6559-91-7
$0.00
99%
Anhuyan (Hainan) Biotechnology Co., LTD

4'-Demethylepipodophyllotoxin Spectrum

4'-Demethylepipodophyllotoxin(6559-91-7)¹HNMR

6559-91-7(4'-Demethylepipodophyllotoxin)Related Search:

Podophyllotoxin Norandrostenedione 4’-demethylepipodophyllotoxin-β-D-glucoside,4'-demethylepipodophyllotoxin-9 beta-glucopyranoside Etoposide Etoposide EP Impurity J

α-Etoposide Etoposide Impurity B 4'-Demethylpodophyllotoxin 4'-deMethylpodophyllotoxin Etoposide EP Impurity A

Etoposide EP Impurity H 4'-deMethyldehydropodophyllotoxin Etoposide EP Impurity Q Etoposide EP Impurity I Etoposide impurity O

Chlorophosphonazo III Etoposide phosphate Teniposide

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(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) Podophyllotoxin Impurity B Podophyllotoxin EP Impurity B Teniposide USP Related Compound A 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′,-Demethylepipodophyllotoxin 4|-Demethylepipodophyllotoxin (4'-O-demethylepipodophyllotoxin Intermediate Impurity 80 Etoposide EP Impurity E (Podophyllotoxin EP Impurity B, Teniposide USP Related Compound A, 4'-Demethyl epi-Podophyllotoxin (DMEP)) 4'-Demethylepipodophyllotoxin Has anti-inflammatory and anti-tumor effects (10R,11R,15R,16S)-16-hydroxy-10-(4-hydroxy-3,5-dimethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1,3(7),8-trien-12-one 4-Demethylepipodophyllotoxin(NSC-122819,VM-26) 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 SiChem