What is the N2'-deacetyl-N2'-(3-Mercapto-1-oxopropyl)-Maytansine?

N2'-deacetyl-N2'-(3-Mercapto-1-oxopropyl)-Maytansine is White solid, while it's Molecular Formula is C35H48ClN3O10S. White solid Mertansine (DM1) is a microtubulin inhibitor which binds at the tips of microtubules and suppresses the dynamicity of microtubules.. Mertansine is an antibody-conjugatable maytansinoid that was developed to overcome systemic toxicity associated with maytansine and to enhance tumor-specific delivery. It can be attached to a monoclonal antibody with a linker to create an antibody-drug conjugate (ADC).

What is the CAS number for N2'-deacetyl-N2'-(3-Mercapto-1-oxopropyl)-Maytansine?

The CAS number of N2'-deacetyl-N2'-(3-Mercapto-1-oxopropyl)-Maytansine is 139504-50-0.

What is N2'-deacetyl-N2'-(3-Mercapto-1-oxopropyl)-Maytansine (139504-50-0) used for?

Maytansine, a natural alkaloid, was first isolated from Maydens ovale in 1972 and exists in the genus Maydens of the family Weedaceae and its relatives. The mechanism of action of maytansine, acting on microtubules and tubulin, blocks the formation of spindles in the process of cell mitosis by inhibiting the depolymerization of cell microtubules, and has a strong ability to inhibit tumor cell proliferation.

What is the N2'-deacetyl-N2'-(3-Mercapto-1-oxopropyl)-Maytansine?

N2'-deacetyl-N2'-(3-Mercapto-1-oxopropyl)-Maytansine is White solid, while it's Molecular Formula is C35H48ClN3O10S. White solid Mertansine (DM1) is a microtubulin inhibitor which binds at the tips of microtubules and suppresses the dynamicity of microtubules.. Mertansine is an antibody-conjugatable maytansinoid that was developed to overcome systemic toxicity associated with maytansine and to enhance tumor-specific delivery. It can be attached to a monoclonal antibody with a linker to create an antibody-drug conjugate (ADC).

What is the CAS number for N2'-deacetyl-N2'-(3-Mercapto-1-oxopropyl)-Maytansine?

The CAS number of N2'-deacetyl-N2'-(3-Mercapto-1-oxopropyl)-Maytansine is 139504-50-0.

What is N2'-deacetyl-N2'-(3-Mercapto-1-oxopropyl)-Maytansine (139504-50-0) used for?

Maytansine, a natural alkaloid, was first isolated from Maydens ovale in 1972 and exists in the genus Maydens of the family Weedaceae and its relatives. The mechanism of action of maytansine, acting on microtubules and tubulin, blocks the formation of spindles in the process of cell mitosis by inhibiting the depolymerization of cell microtubules, and has a strong ability to inhibit tumor cell proliferation.

Product classification

Contact us

Tel：86-189-31086173
Fax：请录入传真
Phone：+86-18532084303
Website：https://www.huanchangchem.com
Email：admin@huanchangmetal.com
Address：Hancheng Street, Congtai District, Handan City, Hebei Province, China.

139504-50-0

Product Name:DM-1
Molecular Formula:C35H48ClN3O10S
Molecular Weight:738.299
Appearance:White solid

Inquiry

Product Details

pd_meltingpoint:190-192 oC (decomp)**

Appearance:White solid

Purity:99%

Pharmaceutical Intermediates Mertansine DM-1 Cas No.139504-50-0

Molecular Formula:C35H48ClN3O10S
Molecular Weight:738.299
Appearance/Colour:White solid
Melting Point:190-192 oC (decomp)**
Boiling Point:937.1±65.0 °C(Predicted)
PKA:9.82±0.70(Predicted)
PSA：195.27000
Density:1.33±0.1 g/cm3 (20 oC 760 Torr), Calc.*
LogP:4.22820

139504-50-0 Relevant articles

Photoactivatable prodrug for simultaneous release of mertansine and CO along with a BODIPY derivative as a luminescent marker in mitochondria: a proof of concept for NIR image-guided cancer therapy

Tiwari, Rajeshwari,Shinde, Prashant S.,Sreedharan, Sreejesh,Dey, Anik Kumar,Vallis, Katherine A.,Mhaske, Santosh B.,Pramanik, Sumit Kumar,Das, Amitava

, p. 2667 - 2673 (2021)

Controlled and efficient activation is t...

Ado-trastuzumab emtansine (T-DM1): An antibody-drug conjugate (ADC) for HER2-positive breast cancer

Lambert, John M.,Chari, Ravi V. J.

, p. 6949 - 6964 (2014)

Ado-trastuzumab emtansine (T-DM1) is an ...

Maytansine dechloridation compound, intermediate, preparation method of compound and application

-

Paragraph 0074; 0085-0106, (2020/12/09)

The invention discloses a maytansine dec...

Semisynthetic Maytansine analogues for the targeted treatment of cancer

Widdison, Wayne C.,Wilhelm, Sharon D.,Cavanagh, Emily E.,Whiteman, Kathleen R.,Leece, Barbara A.,Kovtun, Yelena,Goldmacher, Victor S.,Xie, Hongsheng,Steeves, Rita M.,Lutz, Robert J.,Zhao, Robert,Wang, Lintao,Bl?ttler, Walter A.,Chari, Ravi V. J.

, p. 4392 - 4408 (2007/10/03)

Maytansine, a highly cytotoxic natural p...

139504-50-0 Process route

: 138148-68-2
N^2'-deacetyl-N^2'-[3-(methyldithio)-1-oxopropyl]maytansine

: 139504-50-0
N^2'-deacetyl-N^2'-(3-mercapto-1-oxopropyl)maytansine

Conditions

Conditions	Yield
With ethylenediaminetetraacetic acid; diothiothreitol; In methanol; phosphate buffer; ethyl acetate; for 3h; pH=7.5;	76%
With diothiothreitol; at 20 ℃;
With 1,4-dithio-L-threitol; In methanol; ethyl acetate; at 20 ℃; for 3.5h; Inert atmosphere;	4.1 g

: 57103-68-1
maytansinol

: 139504-50-0
N^2'-deacetyl-N^2'-(3-mercapto-1-oxopropyl)maytansine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: 32 percent / dicyclohexylcarbodiimide; ZnCl₂ / CH₂Cl₂; diethyl ether / 2 h / 20 °C 2: 76 percent / dithiothreitol; EDTA / methanol; ethyl acetate; aq. phosphate buffer / 3 h / pH 7.5 With ethylenediaminetetraacetic acid; dicyclohexyl-carbodiimide; zinc(II) chloride; diothiothreitol; In methanol; phosphate buffer; diethyl ether; dichloromethane; ethyl acetate;
Multi-step reaction with 3 steps 1: zinc trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 h / 10 - 20 °C / Inert atmosphere; Cooling with ice 2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 25 °C 3: 1,4-dithio-L-threitol / ethyl acetate; methanol / 3.5 h / 20 °C / Inert atmosphere With 1,4-dithio-L-threitol; zinc trifluoromethanesulfonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

Yield

Multi-step reaction with 2 steps

1: 32 percent / dicyclohexylcarbodiimide; ZnCl₂ / CH₂Cl₂; diethyl ether / 2 h / 20 °C

2: 76 percent / dithiothreitol; EDTA / methanol; ethyl acetate; aq. phosphate buffer / 3 h / pH 7.5

With ethylenediaminetetraacetic acid; dicyclohexyl-carbodiimide; zinc(II) chloride; diothiothreitol; In methanol; phosphate buffer; diethyl ether; dichloromethane; ethyl acetate;

Multi-step reaction with 3 steps

1: zinc trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 h / 10 - 20 °C / Inert atmosphere; Cooling with ice

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 3 h / 25 °C

3: 1,4-dithio-L-threitol / ethyl acetate; methanol / 3.5 h / 20 °C / Inert atmosphere

With 1,4-dithio-L-threitol; zinc trifluoromethanesulfonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;

139504-50-0 Upstream products

138148-68-2
N^2'-deacetyl-N^2'-[3-(methyldithio)-1-oxopropyl]maytansine
138148-62-6
N-methyl-N-[(3-methyldithio)-1-oxopropyl]-L-alanine
57103-68-1
maytansinol
66584-72-3
ansamitocin P-3

139504-50-0 Downstream products

905449-88-9
N^2'-deacetyl-N^2'-(3-mercapto-1-oxopropyl)maytansine dimer
1281816-04-3
N²'-deacetyl-N²'-[3-[[1-[[4-[[[(1S)-5-amino-1-carboxypentyl]amino]carbonyl]cyclohexyl]methyl]-2,5-dioxo-3-pyrrolidinyl]thio]-1-oxopropyl]maytansine