MW 393.5 Da, Purity >98%. DNA topoisomerase II inhibitor. Antineoplastic agent. Intercalating planar polycyclic aromatic molecule which is active against a number of tumours in mice. Active in vivo..
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- Nature chemical biology 13:396-4012017In vitro reconstitution demonstrates the cell wall ligase activity of LCP proteins.Applications:Unspecified applicationReactive species:Unspecified reactive speciesKaitlin Schaefer et. al.PubMed 28166208
- Bioorganic & medicinal chemistry 24:6307-63142016Accelerating the discovery of antibacterial compounds using pathway-directed whole cell screening.Applications:Unspecified applicationReactive species:Unspecified reactive speciesLeigh M Matano et. al.PubMed 27594549
- Nature chemical biology 12:40-52015A synthetic lethal approach for compound and target identification in Staphylococcus aureus.Applications:Unspecified applicationReactive species:Unspecified reactive speciesLincoln Pasquina,John P Santa Maria,B McKay Wood,Samir H Moussa,Leigh M Matano,Marina Santiago,Sara E S Martin,Wonsik Lee,Timothy C Meredith,Suzanne WalkerPubMed 26619249
Key facts
- CAS number
- 51264-14-3
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 393.5 Da
- Molecular formula
- C21H19N3O3S
- PubChem identifier
- 2179
- Nature
- Synthetic
Target data
Alternative names
AAD20, ABCC 4, AChR, AO, AOH1, AOX 1, ASL13, ATP binding cassette sub family C (CFTR/MRP) member 4, ATP hydrolyzing DNA topoisomerase II alfa, ATP-binding cassette sub-family C member 4, ATX2_HUMAN, Abacavir hypersensitivity, susceptibility to, Aldehyde oxidase 1, Ataxin-2, Atxn2, Beta-interferon, CBX, CBX1_HUMAN, CHRM1, CP2D6_HUMAN, CPD6, CYP2D, CYP2D7AP, CYP2D7BP, CYP2D7P2, CYP2D8P2, CYP2DL1, CYPIID6, Canalicular multispecific organic anion transporter, Canalicular multispecific organic anion transporter ABC superfamily, Cholesterol 25-hydroxylase, Cholinergic receptor muscarinic 1, Chromobox 1, Chromobox homolog 1 (HP1 beta homolog Drosophila ), Chromobox protein homolog 1, Cytochrome P450 2D6, Cytochrome P450 family 2 subfamily D member 6, Cytochrome P450 family 2 subfamily D polypeptide 6, Cytochrome P450-DB1, D(1A) dopamine receptor, D1A dopamine receptor, DADR, DKFZp686O15119, DNA Topoisomerase2, DNA gyrase, DNA topoisomerase (ATP hydrolyzing), DNA topoisomerase 2-alpha, DNA topoisomerase II, DNA topoisomerase II 170 kD, DNA topoisomerase II alpha isozyme, DRD 1A, DRD1_HUMAN, Debrisoquine 4-hydroxylase, Dopamine D1 receptor, Drosophila HP1 beta, Drug-induced liver injury due to flucloxacillin, EC 1.2.3.1, EST170205, Eag-related protein 1, Ether a go go related potassium channel protein, Ether-a-go-go-related gene potassium channel 1, Ether-a-go-go-related protein 1, FK506 binding protein 12 rapamycin associated protein 1, FK506 binding protein 12 rapamycin associated protein 2, FK506-binding protein 12-rapamycin complex-associated protein 1, FKBP rapamycin associated protein, FKBP12-rapamycin complex-associated protein, FKBP12-rapamycin complex-associated protein 1, FLJ10358, FLJ44809, FRAP, FRAP1, FRAP2, Fibroblast interferon, GAC, GAM, GLS, GLS1, GLSK_HUMAN, Glutaminase C, Glutaminase kidney isoform, Glutaminase phosphate activated, H-ERG, HLA class I histocompatibility antigen, B-13 alpha chain, HLA class I histocompatibility antigen, B-14 alpha chain, HLA class I histocompatibility antigen, B-15 alpha chain, HLA class I histocompatibility antigen, B-18 alpha chain, HLA class I histocompatibility antigen, B-27 alpha chain, HLA class I histocompatibility antigen, B-35 alpha chain, HLA class I histocompatibility antigen, B-37 alpha chain, HLA class I histocompatibility antigen, B-38 alpha chain, HLA class I histocompatibility antigen, B-40 alpha chain, HLA class I histocompatibility antigen, B-41 alpha chain, HLA class I histocompatibility antigen, B-42 alpha chain, HLA class I histocompatibility antigen, B-44 alpha chain, HLA class I histocompatibility antigen, B-45 alpha chain, HLA class I histocompatibility antigen, B-46 alpha chain, HLA class I histocompatibility antigen, B-47 alpha chain, HLA class I histocompatibility antigen, B-48 alpha chain, HLA class I histocompatibility antigen, B-49 alpha chain, HLA class I histocompatibility antigen, B-50 alpha chain, HLA class I histocompatibility antigen, B-51 alpha chain, HLA class I histocompatibility antigen, B-52 alpha chain, HLA class I histocompatibility antigen, B-53 alpha chain, HLA class I histocompatibility antigen, B-54 alpha chain, HLA class I histocompatibility antigen, B-55 alpha chain, HLA class I histocompatibility antigen, B-56 alpha chain, HLA class I histocompatibility antigen, B-57 alpha chain, HLA class I histocompatibility antigen, B-58 alpha chain, HLA class I histocompatibility antigen, B-59 alpha chain, HLA class I histocompatibility antigen, B-67 alpha chain, HLA class I histocompatibility antigen, B-7 alpha chain, HLA class I histocompatibility antigen, B-73 alpha chain, HLA class I histocompatibility antigen, B-78 alpha chain, HLA class I histocompatibility antigen, B-8 alpha chain, HLA class I histocompatibility antigen, B-81 alpha chain, HLA class I histocompatibility antigen, B-82 alpha chain, HM1, HP1 beta, HP1 beta homolog, HP1 beta homolog Drosophila, HP1, Drosophila. homolog of, beta, HP1Hs beta, Heterochromatin protein 1 beta, Heterochromatin protein 1 homolog beta, Heterochromatin protein p25, Human heterochromatin protein p25 mRNA complete cds, IFB, IFF, IFN-beta, IFNB 1, IFNB_HUMAN, Interferon beta, Interferon beta 1 fibroblast, Interferon beta precursor, K-glutaminase, KCNH2_HUMAN, KGA, KIAA0838, Kv11.1, L-glutamine amidohydrolase, LQT 2, Lymphocyte antigen, M31, MGC96956, MHC class I antigen B 7, MOAT-B, MOD 1, MRP/cMOAT-related ABC transporter, MRP4_HUMAN, MTOR_HUMAN, Major Histocompatibility Complex Class I B, Mammalian target of rapamycin, Mechanistic target of rapamycin, Microsomal monooxygenase, Modifier 1 protein, Multi-specific organic anion transporter B, Multidrug resistance-associated protein 4, Muscarinic acetylcholine receptor M1, OTTHUMP00000001983, OTTHUMP00000018560, Oct-01, Olivopontocerebellar ataxia 2, autosomal dominant, Organic cation transporter 1, P450 DB1, P450C2D, Potassium channel HERG, Potassium voltage gated channel subfamily H (eag related) member 2, Potassium voltage-gated channel subfamily H member 2, RAFT1, RAPT1, Rapamycin and FKBP12 target 1, Rapamycin associated protein FRAP2, Rapamycin target protein, Rapamycin target protein 1, S22A1_HUMAN, SQT1, Serine/threonine-protein kinase mTOR, Slc22a1, Solute carrier family 22 member 1, Spinocerebellar ataxia type 2 protein, Synovitis, chronic, susceptibility to, TNRC13, TOP2A: topoisomerase (DNA) II alpha 170kDa, TOP2A_HUMAN, TP2A, Top 2, Topoisomerase DNA II alpha 170kDa, Trinucleotide repeat containing 13, Trinucleotide repeat-containing gene 13 protein, Voltage gated potassium channel, subfamily H, member 2, Voltage-gated potassium channel subunit Kv11.1, Xenobiotic monooxygenase, alpha isozyme, azaheterocycle hydroxylase, bA464I2.1, bA464I2.1 (ATP binding cassette, sub-family C (CFTR/MRP) member 4), chromobox homolog 1, dJ576K7.1 (FK506 binding protein 12 rapamycin associated protein 1), dopamine receptor D1, eag homolog, flavoprotein-linked monooxygenase, hERG-1, hOCT1, heterochromatin protein p25 beta, leukocyte antigen class I-B, mitochondrial, oct1_cds, p25beta, solute carrier family 22 (organic cation transporter), member 1
Recommended products
MW 393.5 Da, Purity >98%. DNA topoisomerase II inhibitor. Antineoplastic agent. Intercalating planar polycyclic aromatic molecule which is active against a number of tumours in mice. Active in vivo..
Key facts
- CAS number
- 51264-14-3
- Purity
- > 98%
- Form
- Solid
- Molecular weight
- 393.5 Da
- Molecular formula
- C21H19N3O3S
- PubChem identifier
- 2179
- Nature
- Synthetic
- Solubility
Soluble in DMSO to 100 mM.
- Biochemical name
- Amsacrine
- Biological description
DNA topoisomerase II inhibitor. Antineoplastic agent. Intercalating planar polycyclic aromatic molecule which is active against a number of tumours in mice. Active in vivo.
- Canonical SMILES
- COC1=C(C=CC(=C1)NS(=O)(=O)C)NC2=C3C=CC=CC3=NC4=CC=CC=C42
- InChI
- InChI=1S/C21H19N3O3S/c1-27-20-13-14(24-28(2,25)26)11-12-19(20)23-21-15-7-3-5-9-17(15)22-18-10-6-4-8-16(18)21/h3-13,24H,1-2H3,(H,22,23)
- InChIKey
- XCPGHVQEEXUHNC-UHFFFAOYSA-N
- IUPAC name
- N-[4-(acridin-9-ylamino)-3-methoxyphenyl]methanesulfonamide
Storage
- Shipped at conditions
- Ambient - Can Ship with Ice
- Appropriate short-term storage conditions
- Ambient
- Appropriate long-term storage conditions
- Ambient
- Storage information
- The product can be stored for up to 12 months
Supplementary info
- This supplementary information is collated from multiple sources and compiled automatically.
- Activity summary
MTOR also known as mechanistic target of rapamycin acts as a central controller of cell growth and metabolism responding to nutrients growth factors and cellular energy status. mTOR is a large protein kinase with a mass of approximately 289 kDa. It primarily expresses in areas like the hypothalamus and in active proliferating cells. Topoisomerase II alpha weighing around 174 kDa manages DNA supercoiling and untangles DNA during replication. Its expression is notably higher in rapidly dividing cells which includes cancerous tissues. Interferon beta a cytokine modulates antiviral activity and immune response predominantly expressed in fibroblasts and immune cells. Mentionable too are the muscarinic acetylcholine receptor 1 (CHRM1) and dopamine receptor D1 involved in neurotransmission important to brain functions like memory and cognition. CHRM1 is abundant in the central nervous system while D1 is densely expressed in the striatum.
- Biological function summary
MTOR forms part of two distinct complexes mTORC1 and mTORC2 both integral to protein synthesis and cell survival. mTORC1 senses nutritional signals driving anabolism and autophagy suppression whereas mTORC2 contributes to cytoskeletal organization and cell survival signaling. Topoisomerase II alpha facilitates DNA transcription and replication by controlling the topological states of DNA segments; it is not associated with a complex but works in coordination with other DNA repair proteins. Interferon beta engages the JAK-STAT signaling pathway impacting immune modulation and cell proliferation. Muscarinic acetylcholine receptor 1 initiates signaling cascades resulting in increased neuronal excitability while dopamine receptor D1 stimulates adenylyl cyclase activity affecting multiple processes including reward perception.
- Pathways
MTOR integrates into the PI3K-AKT signaling pathway playing an important role in cellular growth and metabolism. It connects with AKT a protein kinases involved in pathways promoting cell survival. Topoisomerase II fits into the DNA replication pathway where it interacts with proteins such as DNA polymerase. Interferon beta occupies the JAK-STAT pathway interacting closely with JAK kinases to initiate transcriptional responses. CHRM1 linked to the MAPK/ERK pathway interacts with other receptor subtypes influencing synaptic plasticity. Dopamine receptor D1 is part of the cAMP signaling pathway modulating neuronal activity and interacting with phosphodiesterases.
- Associated diseases and disorders
Several targets play significant roles in cancer and neurological diseases. Mutations or dysregulation in mTOR pathways associate with cancers due to uncontrolled cell growth. Topoisomerase II alpha shows relevance to chemotherapy as inhibitors like amsacrine exploit its function to induce cell death in cancer cells. Interferon beta is important in managing multiple sclerosis by reducing inflammation and regulating immune responses. CHRM1 connected to Alzheimer's disease affects cholinergic signaling which is disrupted during disease progression. Dopamine receptor D1 implicated in Parkinson's disease interacts with other neurotransmitter systems influencing motor control.
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Chemical Structure - Amsacrine, DNA topoisomerase II inhibitor (ab142742)
2D chemical structure image of ab142742, Amsacrine, DNA topoisomerase II inhibitor
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