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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

Shanghai ruichang pharmaceutical technology co., LTD
Tel
18621054990
Email
maychemicals@sina.com
Country
China
ProdList
675
Advantage
58
Levena (Suzhou) Biopharma Co., Ltd.
Tel
0512-81877925 051281877925
Email
info@levena.cn
Country
China
ProdList
48
Advantage
58
J & K SCIENTIFIC LTD.
Tel
010-82848833 400-666-7788
Fax
86-10-82849933
Email
jkinfo@jkchemical.com
Country
China
ProdList
96815
Advantage
76
Shanghai Topbiochem Technology Co., Ltd
Tel
021-58170097
Email
info@topbiochem.com
Country
China
ProdList
9452
Advantage
58
Haoyuan Chemexpress Co., Ltd.
Tel
021-58950125
Fax
(86) 21-58955996
Email
info@chemexpress.com
Country
China
ProdList
7553
Advantage
61
MedChemexpress LLC
Tel
021-58955995
Fax
609-228-5909
Email
sales@medchemexpress.cn
Country
United States
ProdList
4863
Advantage
58
TargetMol Chemicals Inc.
Tel
021-33632979 15002134094
Fax
021-33632979
Email
marketing@targetmol.com
Country
China
ProdList
7934
Advantage
58
Shanghai TaoSu Biochemical Technology Co., Ltd.
Tel
021-33632979
Fax
021-34692979
Email
info@tsbiochem.com
Country
China
ProdList
8073
Advantage
58
Tianjin Chempharmatech Co.,Ltd.
Tel
022-66211079 13212288319
Fax
qq1405432731
Email
sales@chempharmatech.com
Country
China
ProdList
807
Advantage
55
Bide Pharmatech Ltd.
Tel
400-1647117 15221909166
Fax
+86-21-61629029
Email
product02@bidepharm.com
Country
China
ProdList
41438
Advantage
60
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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