Protopine

Suppliers

Names

[ CAS No. ]:
130-86-9

[ Name ]:
Protopine

[Synonym ]:
7-Methyl-6,8,9,16-tetrahydrobis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-15(7H)-one
Protopine
7-Methyl-6,8,9,16-tetrahydro[1,3]dioxolo[5,6]benzo[1,2-c][1,3]dioxolo[4,5]benzo[1,2-g]azecin-15(7H)-on
Biflorine
Protopin
Bis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-15(7H)-one, 6,8,9,16-tetrahydro-7-methyl-
EINECS 204-999-6
4,6,7,14-Tetrahydro-5-methyl-bis[1,3]benzodioxolo[4,5-c:5',6'-g]azecin-13(5H)-one
BIFLORIN
Hypercorine
4,6,7,14-Tetrahydro-5-Methyl
Tangeratin
Corydinine
Corydalis C

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
547.5±49.0 °C at 760 mmHg

[ Melting Point ]:
211ºC

[ Molecular Formula ]:
C20H19NO5

[ Molecular Weight ]:
353.369

[ Flash Point ]:
284.9±29.8 °C

[ Exact Mass ]:
353.126312

[ PSA ]:
57.23000

[ LogP ]:
3.76

[ Vapour Pressure ]:
0.0±1.5 mmHg at 25°C

[ Index of Refraction ]:
1.613

[ Storage condition ]:
Refrigerator

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VS2800000
CAS REGISTRY NUMBER :
130-86-9
LAST UPDATED :
199803
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C20-H19-N-O5
MOLECULAR WEIGHT :
353.40
WISWESSER LINE NOTATION :
T I5 F6 C-10-65 DV JO LO PN VO A&O KH&&T&&J P1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NCNSA6 National Academy of Sciences, National Research Council, Chemical-Biological Coordination Center, Review. (Washington, DC) Volume(issue)/page/year: 5,24,1953
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
482 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
YHTPAD Yaoxue Tongbao. Bulletin of Pharmacology. (China International Book Trading Corp., POB 2820, Beijing, Peop. Rep. China) V.13-23, 1978-88. For publisher information, see ZYZAEU. Volume(issue)/page/year: 16(6),7,1981
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
31 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PCJOAU Pharmaceutical Chemistry Journal (English Translation). Translation of KHFZAN. (Plenum Pub. Corp., 233 Spring St., New York, NY 10013) No.1- 1967- Volume(issue)/page/year: 11,640,1977
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
237 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946- Volume(issue)/page/year: 28,767,1973
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
116 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
THERAP Therapie. (Doin, Editeurs, 8, Place de l'Odeon, F-75006 Paris, France) V.1- 1946- Volume(issue)/page/year: 28,767,1973

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301

[ Precautionary Statements ]:
P301 + P310 + P330

[ Safety Phrases ]:
24/25

[ RIDADR ]:
UN 1544

[ RTECS ]:
VS2800000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

Synthetic Route

Precursor & DownStream

Precursor

  • Dihydroprotopine
  • (6-Bromo-1,3-benzodioxol-5-yl)methanol
  • 5-BROMO-6-(CHLOROMETHYL)BENZO[D][1,3]DIOXOLE
  • cis-N-methylstylopinium iodide

DownStream

  • Coptisine
  • dihydrosanguinarine
  • SANGUINARINE
  • Coptisine chloride
  • oxyhydrastinine

Related Compounds

  • Protopine HCl
  • protopine N-oxide
  • Protopine methiodide
  • PROTOPINE HCL(FUMARINE HCL)(RG)(CALL)
  • 2-(ethylamino)-2-methyl-5-(1H-1,2,4-triazol-1-yl)pentanamide
  • 1-(6-Propylpyrimidin-4-yl)piperidin-3-amine
  • 3-(2-Methylbutan-2-yl)azetidine
  • 3-Methyl-1-(3-methylthiophen-2-yl)butan-1-amine
  • Cyclohexyl(3-methylthiophen-2-yl)methanamine
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