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Amsacrine Lactate

HCID 88124
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Basic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes
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Basic information

CAS
80277-11-8
Standard SMILES
CC(O)C(=O)O.COc1cc(NS(C)(=O)=O)ccc1Nc1c2ccccc2nc2ccccc12
InChIKey
NYGZSXVEKMITFN-UHFFFAOYSA-N
Molecular formula
C24H25N3O6S
Average molar mass
483.5 g/mol
Monoisotopic mass
483.1464067

Overview

Amsacrine Lactate is the lactate form of amsacrine, an aminoacridine analog and topoisomerase II inhibitor, with antineoplastic activity. Although the exact relationship between DNA binding and its activity has yet to be fully elucidated, amsacrine intercalates DNA through its acridine moiety, and its nonintercalative headgroup impedes topoisomerase II activity, augmenting enzyme-mediated DNA cleavage and resulting in DNA double-strand breaks. This ultimately induces programmed cell death.

Names & identifiers

Preferred name
Amsacrine Lactate
IUPAC
N-[4-(acridin-9-ylamino)-3-methoxyphenyl]methanesulfonamide;2-hydroxypropanoic acid
English name
N-[4-(acridin-9-ylamino)-3-methoxy-phenyl]methanesulfonamide: 2-hydrox ypropanoic acid
Molecular formula
C24H25N3O6S
Molecular weight
0

Names & synonyms

Amsacrine lactate80277-11-8m-AMSA lactate959PWE0Q2EUNII-959PWE0Q2EMethanesulfonamide, N-(4-(9-acridinylamino)-3-methoxyphenyl)-, mono(2-hydroxypropanoate)NSC141549RefChem:112359NSC 141549N-[4-(acridin-9-ylamino)-3-methoxy-phenyl]methanesulfonamideN-[4-(acridin-9-ylamino)-3-methoxyphenyl]methanesulfonamide;2-hydroxypropanoic acidorb1740808
Show more names
Methanesulfon-m-anisidide, 4'-(9-acridinylamino)-, compd. with lactic acidN-(4-(9-Acridinylamino)-3-methoxyphenyl)methanesulfonamide compd. with lactic acidN-[4-(acridin-9-ylamino)-3-methoxy-phenyl]methanesulfonamide: 2-hydrox ypropanoic acidPropanoic acid, 2-hydroxy-, compd. with N-(4-(9-acridinylamino)-3-methoxyphenyl)methanesulfonamide (1:1)
SCHEMBL3497923DTXSID701001137T68672Q272717692-Hydroxypropanoic acid--N-{4-[(acridin-9(10H)-ylidene)amino]-3-methoxyphenyl}methanesulfonamide (1/1)

Properties

Computed structural properties

Topological polar surface area
146 Ų
Hydrogen bond donors
4
Hydrogen bond acceptors
9
Rotatable bonds
6
Heavy atoms
34
Formal charge
0
Complexity
660

Physicochemical properties

EWG's Food Scores
1 · 1
FDA UNII
959 PWE0Q2E · 959PWE0Q2E

Chemistry & industry

Suppliers3 total

上海陶术生物科技股份有限公司13564774135 · [email protected]
湖北玖天生物医药科技有限公司027-88013699 17354350817 · [email protected]
TargetMol中国(陶术生物)15002134094 · [email protected]

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Compound notes

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On this pageBasic informationOverviewNames & identifiersPropertiesChemistry & industryRelated reactionsCompound notes

Database identifiers

CAS
80277-11-8
PubChem CID
88124
DTXSID
DTXSID701001137
UNII
959PWE0Q2E