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Merck
CN

SML2303

Sigma-Aldrich

Tosedostat

≥98% (HPLC)

Synonym(s):

2S-[2R-(S-Hydroxy-hydroxycarbamoyl-methyl)-4-methylpentanoyl-amino]-2-phenylethanoic acid cyclopentyl ester, CHR-2797

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About This Item

Empirical Formula (Hill Notation):
C21H30N2O6
CAS Number:
238750-77-1
Molecular Weight:
406.47
MDL number:
MFCD13185162
UNSPSC Code:
12352200
NACRES:
NA.77

Key Documents

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Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

CC(C)C[C@H]([C@H](O)C(NO)=O)C(N[C@@H](C1=CC=CC=C1)C(OC2CCCC2)=O)=O

InChI

1S/C21H30N2O6/c1-13(2)12-16(18(24)20(26)23-28)19(25)22-17(14-8-4-3-5-9-14)21(27)29-15-10-6-7-11-15/h3-5,8-9,13,15-18,24,28H,6-7,10-12H2,1-2H3,(H,22,25)(H,23,26)/t16-,17+,18+/m1/s1

InChI key

FWFGIHPGRQZWIW-SQNIBIBYSA-N

Related Categories

Biochem/physiol Actions

Potent cell permeable, antiproliferative aminopeptidase inhibitor
Tosedostat (CHR-2797) is a potent cell permeable, antiproliferative aminopeptidase inhibitor. It has been in clinical trials for AML, pancreatic cancer and more.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000173660
0000173661
0000173661
0000173660
0000049319

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Caner Saygin et al.
Journal of hematology & oncology, 10(1), 93-93 (2017-04-20)
Acute myeloid leukemia (AML) is characterized by clinical and biological heterogeneity. Despite the advances in our understanding of its pathobiology, the chemotherapy-directed management has remained largely unchanged in the past 40 years. However, various novel agents have demonstrated clinical activity, either
Raya Mawad et al.
British journal of haematology, 172(2), 238-245 (2015-11-17)
Tosedostat, an oral aminopeptidase inhibitor, has synergy with cytarabine and hypomethylating agents. We performed a Phase II trial to determine rates of complete remission (CR) and survival using tosedostat with cytarabine or decitabine in older patients with untreated acute myeloid
Danielle Shafer et al.
Blood reviews, 30(4), 275-283 (2016-03-15)
Acute myeloid leukemia (AML) remains a challenge to both patients and clinicians. Despite improvements in our understanding of the disease, treatment has changed minimally and outcomes remain poor for the majority of patients. Within the last decade, there have been

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