MC-MMAF

ChemicalBook > CAS DataBase List > MC-MMAF

Product Name: MC-MMAF
CAS No.: 863971-19-1
Chemical Name: MC-MMAF
Synonyms: McMMAF;Mc-MMAF;L4-MMAF;SGD 1269;Mafodotin;SGD-1269(MCMMAF);Maleimidocaproyl-MMAF;MaleiMidocaproyl MonoMethylauristatin F;2-Piperidinecarboxylicacid,methylester,(2R)-,hydrochloride(1:3);N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine
CBNumber: CB32667279
Molecular Formula: C49H76N6O11
Formula Weight: 925.16
MOL File: 863971-19-1.mol

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MC-MMAF Property

Boiling point:: 1052.0±65.0 °C(Predicted)
Density: 1.167±0.06 g/cm3(Predicted)
storage temp.: 2-8°C
solubility: DMSO : ≥ 100 mg/mL (108.09 mM)
pka: 3.56±0.10(Predicted)
form: Solid
color: White to off-white

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H300Fatal if swallowed

H310Fatal in contact with skin

H330Fatal if inhaled

Precautionary statements

P260Do not breathe dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

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

P284Wear respiratory protection.

P301+P310IF SWALLOWED: Immediately call a POISON CENTER or doctor/physician.

P302+P350IF ON SKIN: Gently wash with plenty of soap and water.

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N-Bromosuccinimide Price

TRC

Product number: M110280
Product name: Mafodotin
Packaging: 25mg
Price: $20625
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 52051
Product name: Mafodotin
Packaging: 100mg
Price: $25750
Updated: 2021/12/16

Medical Isotopes, Inc.

Product number: 52051
Product name: Mafodotin
Packaging: 25mg
Price: $19750
Updated: 2021/12/16

BroadPharm

Product number: BP-23981
Product name: MC-MMAF
Purity: 98%
Packaging: 10mg
Price: $2250
Updated: 2021/12/16

BroadPharm

Product number: BP-23981
Product name: MC-MMAF
Purity: 98%
Packaging: 1mg
Price: $380
Updated: 2021/12/16

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MC-MMAF Chemical Properties,Usage,Production

Description

MC-MMAF is an antibody that binds to the epidermal growth factor receptor (EGFR) on tumor cells and inhibits the proliferation of tumor cells by blocking the binding of epidermal growth factor. MC-MMAF has been shown to be an effective treatment for a variety of cancers, including breast cancer, lung cancer, head and neck cancer, and colorectal cancer. It is also being studied as a potential treatment for autoimmune diseases such as rheumatoid arthritis and psoriasis. MC-MMAF has been shown to improve prognosis in patients with glomerular filtration rate (GFR) less than 30 mL/min per 1.73 m2.

Uses

Mafodotin is an anticancer immunoconjugate for the diagnosis and treatment of cancer or B Cell proliferative diseases.

Definition

Maleimidocaproyl-monomethyl auristatin F, also known as MC-MMAF, is a precursor of antibody drug conjugate. MMAF and monomethyl auristatin E (MMAE) are derivatives of dolastatin 10. Both of which possess an N-terminal secondary amine (rather than the tertiary amine present in dolastatin 10), allowing for straightforward linker attachment. MMAF is less able to cross cell membranes than MMAE due to its C-terminal carboxylic acid group, but MMAF is also more hydrophilic, has a lesser tendency to aggregate and shows lower systemic toxicity than MMAE[1].

Application

SGD 1269 is a potent tubulin inhibitor and is a toxin payload in antibody drug conjugate. It is a useful agent for make antibody drug conjugate (ADC) for targeted drug delivery.

Biological Activity

McMMAF is a protective group (maleimidocaproyl)-conjugated MMAF, which is a potent tubulin polymerization inhibitor. McMMAF can be used as a drug-linker for?antibody-drug conjugates (ADC). McMMAF ADCs are uncleavable, and must be internalized and degraded within a cell, releasing cysteine-McMMAF as the active drug.

in vivo

Dose response of anti-tumor activity, characterized in the Bjab-Luc xenograft model, yielded an ED50 of ～1 mg/kg for MC-MMAF. MCC-DM1 was about 2-fold less potent compared to MC-MMAF in this model. Conjugation with DM1 or MMAF appeared to have minimal impact on the PK of anti-CD22 when the PK of naked anti-CD22 was compared with the total antibody PK profile in all three species. Pharmacokinetic parameters of both total antibody and ADCs were generally dose proportional at the dose range studied. Free DM1 in plasma increased with dose, while free MMAF was not detected[2].

References

[1] Baah S, et al. Antibody–Drug Conjugates—A Tutorial Review. Molecules, 2021; 26: 2943.
[2] Xie D, et al. Non-Clinical Pharmacology of Anti-CD22 Antibody Drug Conjugates. Blood, 2007; 110: 2363.

MC-MMAF Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from MC-MMAF manufacturers

Hangzhou Huarong Pharm Co., Ltd.

Product: McMMAF 863971-19-1
Price: US $0.00-0.00/mg
Min. Order: 1mg
Purity: 99%
Supply Ability: 100KG
Release date: 2021-09-15

863971-19-1, MC-MMAFRelated Search:

VcMMAD MonoMethylauristatin F McMMAE McMMAD MonoMethyl Dolastatin 10

N-[6-(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-L-phenylalanine

(2S)-2-[[(2R,3R)-3-[(2S)-1-[(3R,4S,5S)-4-[[(2S)-2-[[(2S)-2-[6-(2,5-dioxopyrrol-1-yl)hexanoyl-methylamino]-3-methylbutanoyl]amino]-3-methylbutanoyl]-methylamino]-3-methoxy-5-methylheptanoyl]pyrrolidin-2-yl]-3-methoxy-2-methylpropanoyl]amino]-3-phenylpropan

Mafodotin

MaleiMidocaproyl MonoMethylauristatin F

McMMAF

Mc-MMAF

SGD 1269

L-Phenylalanine, N-[6-(2,5-dihydro-2,5-dioxo-1H-pyrrol-1-yl)-1-oxohexyl]-N-methyl-L-valyl-L-valyl-(3R,4S,5S)-3-methoxy-5-methyl-4-(methylamino)heptanoyl-(αR,βR,2S)-β-methoxy-α-methyl-2-pyrrolidinepropanoyl-

SGD-1269(MCMMAF)

(S)-2-((2R,3R)-3-((S)-1-((3R,4S,5S)-4-((S)-2-((S)-2-(6-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)-N-methylhexanamido)-3-methylbutanamido)-N,3-dimethylbutanamido)-3-methoxy-5-methylheptanoyl)pyrrolidin-2-yl)-3-methoxy-2-methylpropanamido)-3-phenylpropanoic acid

2-Piperidinecarboxylicacid,methylester,(2R)-,hydrochloride(1:3)

L4-MMAF

Maleimidocaproyl-MMAF

863971-19-1

C49H76N6O11

Amino Acids & Derivatives, Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals

ADCs