7H-Pyrano[2,3-c]acridin-7-one,3,12-dihydro-6-methoxy-3,3,12-trimethyl-

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Names

[ CAS No. ]:
7008-42-6

[ Name ]:
7H-Pyrano[2,3-c]acridin-7-one,3,12-dihydro-6-methoxy-3,3,12-trimethyl-

[Synonym ]:
Acronina [INN-Spanish]
6-methoxy-3,3,12-trimethylpyrano[2,3-c]acridin-7-one
Acromycine
6-methoxy-3,3,12-trimethyl-3,12-dihydro-pyrano[2,3-c]acridin-7-one
3H-Pyrano[2,3-c]acridin-7-ol, 7,12-dihydro-6-methoxy-3,3,12-trimethyl-
6-Methoxy-3,3,12-trimethyl-7,12-dihydro-3H-pyrano[2,3-c]acridin-7-ol
6-Methoxy-3,3,12-trimethyl-3,12-dihydro-pyrano[2,3-c]acridin-7-on
ACRONYCINE
Acronine
Acroninum [INN-Latin]
4-27-00-03622

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
489.8±45.0 °C at 760 mmHg

[ Melting Point ]:
175-176ºC

[ Molecular Formula ]:
C20H19NO3

[ Molecular Weight ]:
323.386

[ Flash Point ]:
250.0±28.7 °C

[ Exact Mass ]:
323.152130

[ PSA ]:
40.46000

[ LogP ]:
2.99

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.612

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UQ0330000
CHEMICAL NAME :
7H-Pyrano(2,3-c)acridin-7-one, 3,12-dihydro-6-methoxy-3,3,12-trimethyl-
CAS REGISTRY NUMBER :
7008-42-6
BEILSTEIN REFERENCE NO. :
0312954
LAST UPDATED :
199612
DATA ITEMS CITED :
13
MOLECULAR FORMULA :
C20-H19-N-O3
MOLECULAR WEIGHT :
321.40

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
522 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
613 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Unreported
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Brain and Coverings - recordings from specific areas of CNS Behavioral - somnolence (general depressed activity)
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1170 mg/kg/1Y-I
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Musculoskeletal - tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
585 mg/kg/1Y-I
TOXIC EFFECTS :
Tumorigenic - neoplastic by RTECS criteria Skin and Appendages - tumors
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
1800 mg/kg/1Y-I
TOXIC EFFECTS :
Tumorigenic - Carcinogenic by RTECS criteria Tumorigenic - tumors at site of application
TYPE OF TEST :
TD - Toxic dose (other than lowest)
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
530 mg/kg/8W-I
TOXIC EFFECTS :
Tumorigenic - equivocal tumorigenic agent by RTECS criteria Lungs, Thorax, or Respiration - tumors

MUTATION DATA

TYPE OF TEST :
Cytogenetic analysis
TEST SYSTEM :
Rodent - mouse Fibroblast
DOSE/DURATION :
10 mg/L/24H
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 27,1549,1977

Synthetic Route

Precursor & DownStream

Precursor

  • 7H-Pyrano(2,3-c)acridin-7-one, 3,12-dihydro-6-hydroxy-3,3-dimethyl-
  • methyl iodide
  • 3-CHLORO-3-METHYL-1-BUTENE
  • 1,3-Dihydroxyacridin-9(10H)-one
  • 6-(2-N-methylaminobenzoyl)-5,7-dimethoxy-2,2-dimethylchromene
  • 3-Chloro-3-methyl-1-butyne
  • 3,5-Dimethoxyphenol
  • 5,7-dimethoxy-2,2-dimethylchromene
  • 6-(2-N-acetylaminobenzoyl)-5,7-dimethoxy-2,2-dimethylchromene

DownStream

  • 6-methoxy-3,3,12-trimethyl-1,2-dihydropyrano[2,3-c]acridin-7-one
  • 6-Hydroxy-3,3,12-trimethyl-3,12-dihydro-7H-pyrano[2,3-c]acridine-7-thione
  • 7H-Pyrano[2,3-c]acridin-7-one,3,12-dihydro-6-methoxy-3,3,12-trimethyl-2-nitro-
  • Thioacronycine
  • 9-Acetoxyacronycine

Related Compounds

  • 5-(3-bromopropyl)-3-ethyl-1-methyl-1H-pyrazole
  • |A-D-Mannopyranoside, ethyl 3-O-(phenylmethyl)-4,6-O-(phenylmethylene)-1-thio-
  • 5-(3-bromopropyl)-1,3-dimethyl-1H-pyrazole
  • [1-(2-ethylphenyl)-1H-1,2,3-triazol-4-yl]methanamine
  • 6-Oxo-bexarotene
  • (1-(3-(Trifluoromethyl)phenyl)-1H-1,2,3-triazol-4-YL)methanamine
  • 7-Oxo-bexarotene
  • (1-(Furan-2-ylmethyl)cyclopropyl)methanamine
  • 7H-Benz[de]anthracen-7-ol
  • {1-[(2-bromophenyl)methyl]-1H-1,2,3-triazol-4-yl}methanamine
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