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4'-Demethylepipodophyllotoxin

4'-Demethylepipodophyllotoxin structure

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

Molecular Weight:: 400.38

MDL Number:: MFCD00189421

MOL File:: 6559-91-7.mol

Last updated:2026-01-29 15:22:00

Product description	Number	Pack Size	Price
Teniposide Related Compound A certified reference material, pharmaceutical secondary standard	PHR3362	20MG	$379
Teniposide Related Compound A United States Pharmacopeia (USP) Reference Standard	1643747	10MG	$541
4'-Demethylepipodophyllotoxin	D5653	1G	$39
4'-Demethylepipodophyllotoxin	D5653	5G	$178
4''-Demethylepipodophyllotoxin	28393	1g	$68
More product size

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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)
pka	9.94±0.40(Predicted)
form	Solid
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(51)

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	$379	2025-07-31	Buy
Sigma-Aldrich	1643747	Teniposide Related Compound A United States Pharmacopeia (USP) Reference Standard	6559-91-7	10MG	$541	2025-07-31	Buy
TCI Chemical	D5653	4'-Demethylepipodophyllotoxin	6559-91-7	1G	$39	2025-07-31	Buy
TCI Chemical	D5653	4'-Demethylepipodophyllotoxin	6559-91-7	5G	$178	2025-07-31	Buy
Cayman Chemical	28393	4''-Demethylepipodophyllotoxin	6559-91-7	1g	$68	2024-03-01	Buy

Product number	Packaging	Price	Buy
PHR3362	20MG	$379	Buy
1643747	10MG	$541	Buy
D5653	1G	$39	Buy
D5653	5G	$178	Buy
28393	1g	$68	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( 386)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Anhuyan (Hainan) Biotechnology Co., LTD	+8618163349544	mollylucking@foxmail.com	China	3000	58
Shanghai Daken Advanced Materials Co.,Ltd	+86-2158073036	info@dakenam.com	China	13619	58
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21599	55
ATK CHEMICAL COMPANY LIMITED	+undefined-21-51877795	ivan@atkchemical.com	China	33024	60
Shanghai Zheyan Biotech Co., Ltd.	18017610038	zheyansh@163.com	CHINA	3619	58
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29833	58
Biochempartner	0086-13720134139	candy@biochempartner.com	CHINA	965	58
Chengdu Biopurify Phytochemicals Ltd.	+86-28-82633860; +8618080483897	sales@biopurify.com	China	3751	58
Nanjing Dolon Biotechnology Co.,Ltd.	18905173768	52513593@qq.com	CHINA	2972	58
HubeiwidelychemicaltechnologyCo.,Ltd	18627774460	faith@widelychemical.com	CHINA	742	58

Supplier	Advantage
Anhuyan (Hainan) Biotechnology Co., LTD	58
Shanghai Daken Advanced Materials Co.,Ltd	58
Henan Tianfu Chemical Co.,Ltd.	55
ATK CHEMICAL COMPANY LIMITED	60
Shanghai Zheyan Biotech Co., Ltd.	58
career henan chemical co	58
Biochempartner	58
Chengdu Biopurify Phytochemicals Ltd.	58
Nanjing Dolon Biotechnology Co.,Ltd.	58
HubeiwidelychemicaltechnologyCo.,Ltd	58

View Lastest Price from 4'-Demethylepipodophyllotoxin manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2026-01-29	4'-Demethylepipodophyllotoxin 6559-91-7	US $0.00 / G/KG	1G/KG	99%	1000000KG	Anhuyan (Hainan) Biotechnology Co., LTD
2026-01-28	4'-Demethylepipodophyllotoxin 6559-91-7	US $29.00 / mL		99.72%	10g	TargetMol Chemicals Inc.
2025-12-12	4'-Demethylepipodophyllotoxin 6559-91-7	US $0.00 / kg	1kg	99%	10000KGS	Shaanxi Dideu New Materials Co. Ltd

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

4'-Demethylepipodophyllotoxin
6559-91-7
US $29.00 / mL
99.72%
TargetMol Chemicals Inc.

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

4'-Demethylepipodophyllotoxin Spectrum

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

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

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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(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 SiChem