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Teniposide

Teniposide Structure
CAS No.
29767-20-2
Chemical Name:
Teniposide
Synonyms
etp;vehem;vm-26;Vumon;Eniposide;nsc122819;Teniposid;Tenoposide;nsc-122819;TENIPOSIDE
CBNumber:
CB0455475
Molecular Formula:
C32H32O13S
Molecular Weight:
656.65
MOL File:
29767-20-2.mol
MSDS File:
SDS
Modify Date:
2023/6/30 15:45:59

Teniposide Properties

Melting point 244-247°C
Boiling point 650.86°C (rough estimate)
alpha D20 -107° (9:1 chloroform/methanol)
Density 1.2568 (rough estimate)
refractive index 1.5530 (estimate)
storage temp. -20°C
solubility DMSO: soluble10mg/mL, clear
pka 10.13(at 25℃)
form powder
color white to beige
optical activity [α]/D -100 to -115°, c = 1 in chloroform/methanol (9:1)
λmax 283nm(MeOH)(lit.)
Merck 14,9145
Stability Hygroscopic
CAS DataBase Reference 29767-20-2(CAS DataBase Reference)
IARC 2A (Vol. 76) 2000

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS08
Signal word  Warning
Hazard statements  H341-H412
Precautionary statements  P202-P273-P280-P308+P313-P405-P501
Hazard Codes  Xi,T
Risk Statements  36/37/38-45
Safety Statements  26-36-45-53
RIDADR  UN 2811 6.1 / PGIII
WGK Germany  3
RTECS  KC0180000
HS Code  29349990
Toxicity LD50 intraperitoneal in mouse: 29570ug/kg
NFPA 704
0
2 0

Teniposide price More Price(4)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich(India) SML0609 Teniposide ≥97% (HPLC) 29767-20-2 10MG ₹7653.28 2022-06-14 Buy
Sigma-Aldrich(India) SML0609 Teniposide ≥97% (HPLC) 29767-20-2 50MG ₹30645.58 2022-06-14 Buy
TCI Chemicals (India) T3109 Teniposide 29767-20-2 20MG ₹3400 2022-05-26 Buy
TCI Chemicals (India) T3109 Teniposide 29767-20-2 100MG ₹12700 2022-05-26 Buy
Product number Packaging Price Buy
SML0609 10MG ₹7653.28 Buy
SML0609 50MG ₹30645.58 Buy
T3109 20MG ₹3400 Buy
T3109 100MG ₹12700 Buy

Teniposide Chemical Properties,Uses,Production

Chemical Properties

White Solid

Uses

Teniposide is a podophyllotoxin derivative that causes dose-dependent single- and double-stranded breaks in DNA by inhibiting topoisomerase II. Its cytostatic effects are related to its ability to stabilize the DNA-topoisomerase II complex during DNA replication, inducing DNA damage and cellular apoptosis. Teniposide has been widely used in the treatment of various cancers including, small cell lung cancer, malignant lymphoma, breast cancer, oral squamous cell carcinoma, and acute lymphoblastic leukemia.

Indications

Teniposide (VM-26, Vumon) is closely related to etoposide in structure, mechanisms of action and resistance, and adverse effects. It is more lipophilic and approximately threefold more potent than etoposide. Its major uses have been in pediatric cancers, particularly in acute lymphoblastic leukemias.

Definition

ChEBI: A furonaphthodioxole that is a synthetic derivative of podophyllotoxin with anti-tumour activity; causes single- and double-stranded breaks in DNA and DNA-protein cross-links and prevents repair by topoisomerase II binding.

General Description

Teniposide is available in 50-mg ampules with Cremophor ELfor IV administration in the treatment of acute lymphoblasticleukemia (ALL). The agent is more potent as an inhibitor oftopoisomerase II. The pharmacokinetics of teniposide issimilar to that of etoposide; however, the more lipophilic teniposideis more highly protein bound (99%) and less isexcreted unchanged in the urine (10%–20%). There is alsogreater overall metabolism of teniposide; however, CYP3A4-mediated conversion to the active catechol is slower comparedwith etoposide. Elimination occurs primarily in the urine witha terminal elimination half-life of 5 hours.

Clinical Use

Teniposide is used in combination with other agents for the treatment of refractory childhood acute lymphoblastic leukemia.

Safety Profile

Poison by intraperitoneal and subcutaneous routes. An experimental teratogen. Human systemic effects by ingestion and intravenous route: anorexia, nausea or vomiting, leukopenia, agranulocytosis and aplastic anemia of the blood, bone marrow changes, and hair changes. Experimental reproductive effects. Human mutation data reported. When heated to decomposition it emits very toxic fumes of SOx.

Teniposide Preparation Products And Raw materials

Global( 219)Suppliers
Supplier Tel Country ProdList Advantage Inquiry
CLEARSYNTH LABS LTD. +91-22-45045900 Hyderabad, India 6351 58 Inquiry
A.J Chemicals 91-9810153283 New Delhi, India 6124 58 Inquiry
TCI Chemicals (India) Pvt. Ltd. 1800 425 7889 New Delhi, India 6778 58 Inquiry
Pharmaffiliates Analytics and Synthetics P. Ltd +91-172-5066494 Haryana, India 6773 58 Inquiry
Pharma Affiliates 172-5066494 Haryana, India 6761 58 Inquiry
career henan chemical co +86-0371-86658258 +8613203830695 China 29888 58 Inquiry
Xiamen AmoyChem Co., Ltd +86-592-6051114 +8618959220845 China 6387 58 Inquiry
BOC Sciences +1-631-485-4226 United States 19553 58 Inquiry
Chongqing Chemdad Co., Ltd +86-023-6139-8061 +86-86-13650506873 China 39916 58 Inquiry
CONIER CHEM AND PHARMA LIMITED +8618523575427 China 49392 58 Inquiry

Teniposide Spectrum

(5R,5aα)-5α,8,8aβ,9β-Tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-9-[[4-O,6-O-[(R)-2-thienylmethylene]-β-D-glucopyranosyl]oxy]furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one 4'-Demethylepipodophyllotoxin-9-(4,6-O-2-thenylidene β-D-glucopyranoside) 4’-Demethylepipodophyllotoxin9-(4,6-o-2-thenylidene- 4'-Demethylepipodophyllotoxin thenylidene glucoside Epipodophyllotoxin, 4'-demethyl-, 9-(4,6-o-2-thienylidene-.beta.-D-glucopyranoside) Furo[3',4':6,7]naphtho[2,3-D]-1,3-dioxol-6(5ah)-one, 5,8,8A,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-9-[[4,6-o-(2-thienylmethylene)-.beta.-D-glucopyranosyl]oxy]-, [5R-(5.alpha.,5A.beta.,8A.alpha.,9.beta.)]- (10R,11R,15R,16S)-16-{[(2R,4aR,6R,7R,8R,8aS)-7,8-dihydroxy-2-(thiophen-2-yl)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-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 Teniposide(VuMon) (10R,11R,15R,16R)-16-{[(4aR,7R,8R,8aS)-7,8-dihydroxy-2-(thiophen-2-yl)-hexahydro-2H-pyrano[3,2-d][1,3]dioxin-6-yl]oxy}-10-(4-hydroxy-3,5-diMethoxyphenyl)-4,6,13-trioxatetracyclo[7.7.0.0^{3,7}.0^{11,15}]hexadeca-1(9),2,7-trien-12-one (5R,5aR,8aR,9S)-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-9-[[4,6-O-[(R)-2-thienylmethylene]-β-D-glucopyranosyl]oxy]-furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one 4′-Dimethyl-9-(4,6-O-2-thenyid)-epipodophyllotoxin Tenoposide Eniposide 4’-demethylepipodophyllotoxin9-(4,6-o-2-thenylidene-beta-d-glucopyranoside) 4’-demethyl-epipodophyllotoxin-beta-d-thenylidene-glucosid 4’-demethyl-epipodophyllotoxin-beta-d-thenylidene-glucoside 4’-demethylepipodophyllotoxin-beta-d-thenylidineglucoside 5abeta,8aalpha,9beta(r*)]]-5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-[5r-[5alph dimethoxyphenyl)-9]]4-6-o-(2-thienylmethylene)-beta-d-glucopyranosyl]oxy]furo[ epipodophyllotoxin,4’-demethyl-,9-(4,6-o-2-thenylidene-beta-d-glucopyranoside 3’,4’:6,7]naphtho[2,3-d]-1,3-dioxol-6(5ah)-one 4’-demethyl1-o-(4,6-o,o-(2-thenylidene)-beta-d-glucopyranosyl)epipodophyllot 4’-demethyl1-o-(4,6-o,o-(2-thenylidene)-beta-d-glucopyranosyl)epipodophylloto 4’-demethylepipodophyllotoxin9-(4,6-o-2-thenylidene-bata-d-glucopyranoside. nsc122819 nsc-122819 TENIPOSIDE vehem vm-26 Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-9-[[4,6-O-[(R)-2-thienylmethylene]-b-D-glucopyranosyl]oxy]-, (5R,5aR,8aR,9S)- [5R-[5alpha,5abeta,8aalpha,9beta(R*)]]-5,8,8a,9-Tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-9-[[4,6-O-(2-thienylmethylene)-beta-D-glucopyranosyl]oxy]-furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one 4'-Demethyl 1-O-(4,6-O,O-(2-thenylidene)-beta-D-glucopyranosyl)epipodophyllotoxin Furo(3',4':6,7)naphtho(2,3-d)-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-9-((4,6-O-(2-thienylmethylene)-beta-D-glucopyranosyl)-oxy)-, (5R-(5alpha,5abeta,8aalpha,9beta(R*))) Pipodophyllotoxin VM 26 Vumon 4'-Dimethylepipodophyllotoxin-9-(4,6-O-2-thenylidene)-b-D-glucopyranoside eniposide, Vumon, VM-26 Furo[3',4':6,7]naphtho[2,3-d]-1,3-dioxol-6(5aH)-one, 5,8,8a,9-tetrahydro-5-(4-hydroxy-3,5-dimethoxyphenyl)-9-[[4,6-O-[(R)-2-thienylmethylene]-β-D-glucopyranosyl]oxy]-, (5R,5aR,8aR,9S)- Teniposide USP/EP/BP Teniposide Impurity 2 Teniposide (1643736) Methylguanidoacetic acid monohydrate etp (5R,5aR,8aR,9S)-9-(((2R,4aR,6R,7R,8R,8aS)-7,8-Dihydroxy-2-(thiophen-2-yl)hexahydropyrano[3,2-d][1,3]dioxin-6-yl)oxy)-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 Teniposid Teniposide (200 mg) (PLANNED TO BE DISCONTINUED) (5R,5aR,8aR,9S)-9-(((2R,4aR,6R,7R,8R,8aS)-7,8-Dihydroxy-2-(thiophen-2-yl)hexahydropyrano[3,2-d][1,3]dioxin-6-yl)oxy)-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'-Dimethylepipodophyllotoxin-(4,6-O-2-thenylidene)-beta-D-glucopyranoside 29767-20-2 29707-20-2 29767-20-7 C32H32O13S C32H29D3O13S Carbohydrates & Derivatives Chiral Reagents Heterocycles Intermediates & Fine Chemicals Pharmaceuticals