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Details

Stereochemistry ABSOLUTE
Molecular Formula C13H18Cl2N2O2
Molecular Weight 305.2
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of METAMELFALAN

SMILES

N[C@@H](CC1=CC(=CC=C1)N(CCCl)CCCl)C(O)=O

InChI

InChIKey=QDGAVODICPCDMU-LBPRGKRZSA-N
InChI=1S/C13H18Cl2N2O2/c14-4-6-17(7-5-15)11-3-1-2-10(8-11)9-12(16)13(18)19/h1-3,8,12H,4-7,9,16H2,(H,18,19)/t12-/m0/s1

HIDE SMILES / InChI
Metamelfalan is an antineoplastic agent. Metamelfalan is the meta form of the levo isomer melphalan. Metamelfalan causes crosslinking of DNA, thereby preventing DNA replication and eventually cellular proliferation.

Approval Year

PubMed

PubMed

TitleDatePubMed
POTENTIAL ANTICANCER AGENTS. LXXX. ALKYLATING AGENTS RELATED TO PHENYLALANINE MUSTARD. VI. ENANTIOMERIC META-PHENYLALANINE MUSTARDS.
1963 Jan
Name Type Language
METAMELFALAN
INN   WHO-DD  
INN  
Official Name English
ALANINE, 3-(M-(BIS(2-CHLOROETHYL)AMINO)PHENYL)-, L-
Systematic Name English
L-M-SARCOLYSIN
Common Name English
3-(M-(BIS(2-CHLOROETHYL)AMINO)PHENYL)-L-ALANINE
Systematic Name English
Metamelfalan [WHO-DD]
Common Name English
L-PHENYLALANINE, 3-(BIS(2-CHLOROETHYL)AMINO)-
Systematic Name English
NSC-67781
Code English
3-(BIS(2-CHLOROETHYL)AMINO)-L-PHENYLALANINE
Systematic Name English
metamelfalan [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C697
Created by admin on Fri Dec 15 16:29:37 GMT 2023 , Edited by admin on Fri Dec 15 16:29:37 GMT 2023
Code System Code Type Description
MESH
C053596
Created by admin on Fri Dec 15 16:29:37 GMT 2023 , Edited by admin on Fri Dec 15 16:29:37 GMT 2023
PRIMARY
FDA UNII
3B30XBE7S2
Created by admin on Fri Dec 15 16:29:37 GMT 2023 , Edited by admin on Fri Dec 15 16:29:37 GMT 2023
PRIMARY
EVMPD
SUB08806MIG
Created by admin on Fri Dec 15 16:29:37 GMT 2023 , Edited by admin on Fri Dec 15 16:29:37 GMT 2023
PRIMARY
INN
4597
Created by admin on Fri Dec 15 16:29:37 GMT 2023 , Edited by admin on Fri Dec 15 16:29:37 GMT 2023
PRIMARY
SMS_ID
100000081214
Created by admin on Fri Dec 15 16:29:37 GMT 2023 , Edited by admin on Fri Dec 15 16:29:37 GMT 2023
PRIMARY
ChEMBL
CHEMBL2107075
Created by admin on Fri Dec 15 16:29:37 GMT 2023 , Edited by admin on Fri Dec 15 16:29:37 GMT 2023
PRIMARY
PUBCHEM
11098767
Created by admin on Fri Dec 15 16:29:37 GMT 2023 , Edited by admin on Fri Dec 15 16:29:37 GMT 2023
PRIMARY
NSC
67781
Created by admin on Fri Dec 15 16:29:37 GMT 2023 , Edited by admin on Fri Dec 15 16:29:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID50883183
Created by admin on Fri Dec 15 16:29:37 GMT 2023 , Edited by admin on Fri Dec 15 16:29:37 GMT 2023
PRIMARY
CAS
1088-80-8
Created by admin on Fri Dec 15 16:29:37 GMT 2023 , Edited by admin on Fri Dec 15 16:29:37 GMT 2023
PRIMARY
NCI_THESAURUS
C83946
Created by admin on Fri Dec 15 16:29:37 GMT 2023 , Edited by admin on Fri Dec 15 16:29:37 GMT 2023
PRIMARY