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51264-14-3

Basic Information
CAS No.: 51264-14-3
Name: Amsacrine
Article Data: 8
Molecular Structure:
Molecular Structure of 51264-14-3 (Amsacrine)
Formula: C21H19 N3 O3 S
Molecular Weight: 393.466
Synonyms: 4'-(9-Acridinylamino)methanesulfon-m-anisidide;AMSA; Acridinylanisidide; Amekrin; Amsacrine; Amsidil; Amsidine; Amsidyl; CI880; Lamasine; N-[4-(9-Acridinylamino)-3-methoxyphenyl]methanesulfonamide; NSC156303; NSC 249992; SN 11841; SN 21429; m-AMSA; m-Amsacrine
EINECS: 257-094-3
Density: 1.398 g/cm3
Melting Point: 230-240oC
Boiling Point: 563 °C at 760 mmHg
Flash Point: 294.3 °C
Appearance: white solid
Safety: Poison by ingestion, intravenous, subcutaneous, and intraperitoneal routes. Human systemic effects by intravenous route: nausea or vomiting, thrombosis distant from injection site, and bone marrow changes. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx.
PSA: 88.70000
LogP: 5.73850
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Chemistry

IUPAC Name: N-[4-(acridin-9-ylamino)-3-methoxyphenyl]methanesulfonamide
Synonyms: 4'-(Acridinylamino)methanesulfon-m-anisidide ; AMSA, M- ; Methanesulfonamide, N-(4-(9-acridinylamino)-3-methoxyphenyl)- ; Methanesulfonamide, N-[4-(9-acridinylamino)-3-methoxyphenyl]- ; N-[4-(9-Acridinylamino)-3-methoxuphenyl]methanesulfonamide ; N-[4-(9-Acridinylamino)-3-methoxyphenyl]methanesulfonamide ; N-[4-(acridin-9-ylamino)-3-(methyloxy)phenyl]methanesulfonamide ; N-[4-(acridin-9-ylamino)-3-methoxyphenyl]methanesulfonamide
Product Categories: Pharmaceutical material and intermeidates
Molecular Structure of 4'-(9-Acridinylamino)methanesulphon-m-anisidide (CAS NO.51264-14-3) :
Molecular Formula of 4'-(9-Acridinylamino)methanesulphon-m-anisidide (CAS NO.51264-14-3) : C21H19N3O3S
Molecular Weight of 4'-(9-Acridinylamino)methanesulphon-m-anisidide (CAS NO.51264-14-3) : 393.46
CAS NO: 51264-14-3
EINECS: 257-094-3
Mol File: 51264-14-3.mol
Index of Refraction: 1.722
Surface Tension: 65.6 dyne/cm
Density: 1.398 g/cm3
Flash Point: 294.3 °C
Enthalpy of Vaporization: 84.62 kJ/mol
Boiling Point: 563 °C at 760 mmHg
Vapour Pressure: 1.06E-12 mmHg at 25°C

Uses

 4'-(9-Acridinylamino)methanesulphon-m-anisidide (CAS NO.51264-14-3) is used as Acridine anti-cancer drugs, mainly for a cellular inhibitor. The role of it's theory is similar to anthracycline. It is mainly used for acute lymphoblastic leukemia and bone marrow cells in treatment.

Production

Reaction of O-methoxy-p-nitroaniline with chloride ,protect amino-amidation , reduce the nitro to amino, which is amino-acylation by sulfonyl chloride to form sulfonyl amino, and then selectively hydrolysis, take off the fist amino-protecting groups, at last reaction with 9 - chloro-acridine, 4'-(9-Acridinylamino)methanesulphon-m-anisidide (CAS NO.51264-14-3) is obtained .

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
dog LD50 intravenous 6250ug/kg (6.25mg/kg) BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Cancer Treatment Reports. Vol. 64, Pg. 855, 1980.
dog LD50 oral 50mg/kg (50mg/kg) BEHAVIORAL: FOOD INTAKE (ANIMAL)

GASTROINTESTINAL: "HYPERMOTILITY, DIARRHEA"

GASTROINTESTINAL: NAUSEA OR VOMITING
Cancer Treatment Reports. Vol. 66, Pg. 1939, 1982.
human TDLo intravenous 12mg/kg (12mg/kg) VASCULAR: THROMBOSIS DISTANT FROM INJECTION SITE

GASTROINTESTINAL: NAUSEA OR VOMITING

BLOOD: OTHER CHANGES
Cancer Research. Vol. 38, Pg. 3712, 1978.
man LDLo intravenous 5405ug/kg/3H- (5.405mg/kg) BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE Archives of Internal Medicine. Vol. 143, Pg. 165, 1983.
monkey LDLo intravenous 10400ug/kg (10.4mg/kg) BLOOD: CHANGES IN BONE MARROW NOT INCLUDED ABOVE Pharmacy International. Vol. 7, Pg. 3, 1986.
mouse LD50 intraperitoneal 15470ug/kg (15.47mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
mouse LD50 intravenous 33700ug/kg (33.7mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

LUNGS, THORAX, OR RESPIRATION: DYSPNEA
Cancer Treatment Reports. Vol. 64, Pg. 855, 1980.
mouse LD50 oral 53420ug/kg (53.42mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,
mouse LD50 subcutaneous 110mg/kg (110mg/kg)   National Cancer Institute Screening Program Data Summary, Developmental Therapeutics Program. Vol. JAN1986,

Consensus Reports

EPA Genetic Toxicology Program.

Safety Profile

Poison by ingestion, intravenous, subcutaneous, and intraperitoneal routes. Human systemic effects by intravenous route: nausea or vomiting, thrombosis distant from injection site, and bone marrow changes. An experimental teratogen. Other experimental reproductive effects. Mutation data reported. When heated to decomposition it emits very toxic fumes of NOx and SOx.
RIDADR 3249
HazardClass 6.1(b)
PackingGroup III