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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)
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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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MC-MMAF Suppliers

MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4863
Advantage
58
ALB Technology Limited
Tel
702-983-3769
Fax
702-983-3769
Email
sales@albtechnology.com
Country
United States
ProdList
2993
Advantage
55
Musechem
Tel
+1-800-259-7612
Fax
+1-800-259-7612
Email
info@musechem.com
Country
United States
ProdList
4662
Advantage
60
TargetMol Chemicals Inc.
Tel
+1-781-999-5354 +1-00000000000
Email
marketing@targetmol.com
Country
United States
ProdList
19892
Advantage
58
BOC Sciences
Tel
+1-631-485-4226
Fax
1-631-614-7828
Email
inquiry@bocsci.com
Country
United States
ProdList
19553
Advantage
58
Aladdin Scientific
Tel
+1-833-552-7181
Email
sales@aladdinsci.com
Country
United States
ProdList
52927
Advantage
58
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9926
Advantage
65
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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:


  • 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
  • (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 aci
  • 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
  • L4-MMAF
  • Maleimidocaproyl-MMAF
  • 863971-19-1
  • C49H76N6O11
  • Amino Acids & Derivatives, Aromatics, Pharmaceuticals, Intermediates & Fine Chemicals
  • ADCs