AMSACRINE

NSC - 249992

SMILE String: n1c2c(c(c3c1cccc3)Nc1ccc(cc1OC)NS(=O)(=O)C)cccc2

Chemical Name: N-[4-(9-Acridinylamino)-3-methoxyphenyl]methanesulfonamide

Other Names: m-AMSA; Acridinyl anisidide

CAS Registry Number: 51264-14-3

Molecular Formula: C21H19N3O3S        M.W.: 393.5

Approximate Solubility:              (mg/mL)
Water                                 < 1.0
pH 4 buffer                           < 1.0
pH 9 buffer                           < 1.0
10% EtOH                              < 1.0
95% EtOH                          1.5 - 1.8
McOH                              2.9 - 3.2
CHC1                                    1.0

Stability:
 Bulk: A sample stored at 60 °C for 30 days showed no decomposition (IR, TLC or UV).

 Solution: A sample was dissolved in methanol and diluted with water (1:33). No decomposition was detected by UV after standing 4 days at room temperature and exposed to light.

Ultraviolet Absorption:

(pH 4 acetate buffer)

    max                            E
265 ± 2 nm                  48,400 - 49,000
430 ± 2 nm                  13,050 - 13,250

High Performance Liquid Chromatography:

 Column: p.Bondapak C18 300 x 4 mm i.d.

 Mobile Phase: CH3CN/5 uM heptanesulfonic acid, pH 2.8, (35/65,v/v)

 Flow Rate: 1 mL/min

 Detection: UV at 254 nm

 Sample Preparation: 0.4 mg/mL in acetonitrile containing internal standard

 Internal Standard: Butyrophenone, 1.3 µL /mL in acetonitrile

 Retention Volume: 8.25 mL (NSC-249992)
                   13.5 mL (I.S)

Toxicity Data:

 Human(iv): TD L0: 12 mg/kg
 Cancer Research, 38,3712,(1978)

 Mouse(po): LD50: 53420 ug/kg
 NCI Screening Program Data Summary

 Mouse(ip): LD50: 15470 µg/kg
 NCI Screening Program Data Summary

 Mouse(sc): LD50: 110 mg/kg
 NCI Screening Program Data Summary

 Mouse(iv): LD50: 33700 µg/kg
 Cancer Treatment Reports, 64,855,(1980)

 Dog(po): LD50: 50 mg/kg
 Cancer Treatment Reports, 66,1939,(1982)

 Dog(iv): LD50: 6250 ug/kg
 Cancer Treatment Reports, 64,855,(1980)