M-AMSA, HCL
Amsacrine hydrochloride
CAS: 54301-15-4
Molecular Formula: C21H20ClN3O3S
M-AMSA, HCL - Names and Identifiers
| Name | Amsacrine hydrochloride |
| Synonyms | M-AMSA, HCL M-AMSA HYDROCHLORIDE Amsacrine hydrochloride Methanesulfon-m-anisidide 4'-(9-acridinylamino)- Methanesulfone-m-anisidine-4'-[(9-acridinyl)amino] hydrochloride Methansulfon-m-aniside, 4'-(9-acridinylamino)-, monohydrochloride 4-[9-ACRIDINYLAMINO]-N-[METHANE-SULFONYL]-M-ANISIDINE HYDROCHLORIDE m-AMSA, 4-(9-Acridinylamino)-N-(methanesulfonyl)-m-anisidine hydrochloride Methanesulfonamide, N-4-(9-acridinylamino)-3-methoxyphenyl-, monohydrochloride |
| CAS | 54301-15-4 |
| EINECS | 637-255-8 |
M-AMSA, HCL - Physico-chemical Properties
| Molecular Formula | C21H20ClN3O3S |
| Molar Mass | 429.92 |
| Melting Point | 197-199°C(lit.) |
| Solubility | DMSO: 10mg/mL with heat and sonication |
| Appearance | powder |
| Color | red to brown |
| Storage Condition | Refrigerator |
| MDL | MFCD07799963 |
| Use | DNA topoisomerase II(topoisomerase II) inhibitor. |
| In vitro study | Amsacrine (mAMSA) blocks HERG currents in HEK 293 cells and Xenopus oocytes in a concentration-dependent manner, with IC 50 values of 209.4 nM and 2.0 μM, respectively. Amsacrine (mAMSA) causes a negative shift in the voltage dependence of both activation (−7.6 mV) and inactivation (−7.6 mV). HERG current block by Amsacrine (mAMSA) is not frequency dependent. In vitro studies of normal human lymphocytes with various concentrations of Amsacrine (mAMSA), show both increased levels of chromosomal aberrations, ranging from 8% to 100%, and increase SCEs, ranging from 1.5 times the normal at the lowest concentration studied (0.005 μg/mL) to 12 times the normal (0.25 μg/mL). Amsacrine (mAMSA)-induced apoptosis of U937 cells is characterized by caspase-9 and caspase-3 activation, increased intracellular Ca 2+ concentration, mitochondrial depolarization, and MCL1 down-regulation. Amsacrine induces MCL1 down-regulation by decreasing its stability. Further, amsacrine-treated U937 cells show AKT degradation and Ca 2+ -mediated ERK inactivation. |
| In vivo study | In animals treated with different doses of amsacrine (0.5-12 mg/kg), the frequencies of micronucleated polychromatic erythrocytes increase significantly after treatment with 9 and 12 mg/kg. Furthermore, the present study demonstrates for the first time that Amsacrine (mAMSA) has high incidences of clastogenicity and low incidences of aneugenicity whereas nocodazole has high incidences of aneugenicity and low incidences of clastogenicity during mitotic phases in vivo. |
M-AMSA, HCL - Risk and Safety
| Hazard Symbols | T - Toxic |
| Risk Codes | R25 - Toxic if swallowed R36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) |
| UN IDs | UN 2811 6.1/PG 3 |
| WGK Germany | 3 |
| RTECS | PB1081000 |
| Hazard Class | 6.1(b) |
| Packing Group | III |
M-AMSA, HCL - Reference Information
| biological activity | Amsacrine hydrochloride (m-AMSA hydrochloride; acridinyl anisidide hydrochloride) is a tumor cell DNA embedding agent, It can also inhibit topoisomerase II. |
| target | TargetValue Topo II () |
| Target | Value |
| in vitro study | Amsacrine (mAMSA) blocks HERG currents in HEK 293 cells and Xenopus oocytes in a concentration-dependent manner, with IC 50 values of 209.4 nM and 2.0 μM, respectively. Amsacrine (mAMSA) a negative shift in the voltage dependence of both activation (− 7.6 mV) and inactivation (− 7.6 mV). HERG current block by Amsacrine (mAMSA) is not frequency dependent. In vitro studies of normal human lymphocytes with various concentrations of Amsacrine (mAMSA), show both increased levels of chromosomal aberrations, ranging from 8% to 100%, and increase SCEs, ranging from 1.5 times the normal at the lowest concentration studied (0.005 μg/mL) to 12 times the normal (0.25 μg/mL). Amsacrine (mAMSA)-induced apoptosis of U937 cells is characterized by caspase-9 and caspase-3 activation, increased intracellular Ca 2 + concentration, mitochondrial depolarization, and MCL1 down-regulation. Amsacrine induces MCL1 down-regulation by decreasing its stability. Further, amsacrine-treated U937 cells show AKT degradation and Ca 2 + -mediated ERK inactivation. |
| in vivo study | in animals treated with different doses of amsacrine (0.5-12 mg/kg), the frequencies of micronucleated polychromatic erythrocytes increase significantly after treatment with 9 and 12 mg/kg. Furthermore, the present study demonstrates for the first time that Amsacrine (mAMSA) has high incidences of clastogenicity and low incidences of aneugenicity whereas nocodazole has high incidences of aneugenicity and low incidences of clastogenicity during mitotic phases in vivo. |
| use | as antineoplastic drug |
| category | toxic substance |
| toxicity classification | high toxicity |
| acute toxicity | oral administration-mouse LD50: 181 mg/kg; Abdominal cavity-mouse LD50: 20.56 mg/kg |
| flammability; heating decomposition releases toxic nitrogen oxides, sulfur oxides and hydrogen chloride smoke | |
| storage and transportation characteristics | warehouse ventilation and low temperature drying |
| fire extinguishing agent | dry powder, foam, sand, carbon dioxide, mist water |
Last Update：2024-04-09 15:16:38
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Tel: +86-18821248368
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Mobile: +86-18821248368
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View History
M-AMSA, HCL
1-(2,6,6-三甲基-1,3-环己二烯-1-基)-2-丁烯-1-酮
2-[2-chloro-4-(trifluoromethyl)phenoxy]-4-ethoxy-1-nitrobenzene
Diallyl Phthalate
beta-丙氨酸甲酯盐酸盐
甲基 4-氯甲基吡啶酸酯
(((2,2,7-TRIMETHYL-3-OXAINDAN-4-YL)AMINO)METHYLENE)METHANE-1,1-DICARBONITRILE
4-AMINOBENZENESULFONIC ACID SODIUM SALT
CHLORINE, 37CL
L-鼠李糖
1-(2,6,6-三甲基-1,3-环己二烯-1-基)-2-丁烯-1-酮
2-[2-chloro-4-(trifluoromethyl)phenoxy]-4-ethoxy-1-nitrobenzene
Diallyl Phthalate
beta-丙氨酸甲酯盐酸盐
甲基 4-氯甲基吡啶酸酯
(((2,2,7-TRIMETHYL-3-OXAINDAN-4-YL)AMINO)METHYLENE)METHANE-1,1-DICARBONITRILE
4-AMINOBENZENESULFONIC ACID SODIUM SALT
CHLORINE, 37CL
L-鼠李糖