Harmine

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Names

[ CAS No. ]:
442-51-3

[ Name ]:
Harmine

[Synonym ]:
9H-Pyrido(3,4-b)indole, 7-methoxy-1-methyl-
Yajeine
Banisterine
Harmine
7-Methoxy-1-methyl-9H-β-carboline
Telepathin
Yagein
Garmin
Telepathien
Harmin
Yageine
9H-Pyrido[3,4-b]indole, 7-methoxy-1-methyl-
7-methoxy-1-methyl-9H-pyrido[3,4-b]indole
EINECS 207-131-4
Telepathine
BANISTERINE MONOHYDRATE
7-Methoxy-1-methyl-9H-pyrido(3,4-b)indole
MFCD00150055

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
421.4±40.0 °C at 760 mmHg

[ Melting Point ]:
262-264 °C(lit.)

[ Molecular Formula ]:
C13H12N2O

[ Molecular Weight ]:
212.247

[ Flash Point ]:
139.8±17.0 °C

[ Exact Mass ]:
212.094955

[ PSA ]:
37.91000

[ LogP ]:
3.17

[ Vapour Pressure ]:
0.0±1.0 mmHg at 25°C

[ Index of Refraction ]:
1.706

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UV0175000
CHEMICAL NAME :
9H-Pyrido(3,4-b)indole, 7-methoxy-1-methyl-
CAS REGISTRY NUMBER :
442-51-3
BEILSTEIN REFERENCE NO. :
0178813
LAST UPDATED :
199612
DATA ITEMS CITED :
11
MOLECULAR FORMULA :
C13-H12-N2-O
MOLECULAR WEIGHT :
212.27
WISWESSER LINE NOTATION :
T B656 EN HMJ F1 KO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
3 mg/kg
TOXIC EFFECTS :
Behavioral - sleep Behavioral - tremor Gastrointestinal - nausea or vomiting
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 129,133,1928
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
PSCBAY Psychopharmacology Service Center, Bulletin. (Bethesda, MD) V.1-3, 1961-65. For publisher information, see PSYBB9. Volume(issue)/page/year: 2,17,1963
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
243 mg/kg
TOXIC EFFECTS :
Behavioral - excitement Skin and Appendages - hair
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: 10,1171,1976
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 129,133,1928
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Mammal - cat
DOSE/DURATION :
10 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 129,133,1928
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
200 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Lungs, Thorax, or Respiration - dyspnea
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 129,133,1928
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
60 mg/kg
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - mydriasis (pupillary dilation) Behavioral - excitement Behavioral - ataxia
REFERENCE :
NEPHBW Neuropharmacology. (Pergamon Press Ltd., Headington Hill Hall, Oxford OX3 OBW, UK) V.9- 1970- Volume(issue)/page/year: 10,15,1971
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - guinea pig
DOSE/DURATION :
100 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 129,133,1928
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Amphibian - frog
DOSE/DURATION :
300 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
QJPPAL Quarterly Journal of Pharmacy & Pharmacology. (London, UK) V.2-21, 1929-48. For publisher information, see JPPMAB. Volume(issue)/page/year: 9,37,1936 *** REVIEWS *** TOXICOLOGY REVIEW PISDDJ Pacific Information Service on Street Drugs. (J.K. Brown, School of Pharmacy, Univ. of the Pacific, Stockton, CA 95211) V.1- 1972(?)- Volume(issue)/page/year: 5(3-6),-,1977 TOXICOLOGY REVIEW CTOXAO Clinical Toxicology. (New York, NY) V.1-18, 1968-81. For publisher information, see JTCTDW. Volume(issue)/page/year: 12,1,1978

Safety Information

[ Hazard Codes ]:
Xn:Harmful

[ Risk Phrases ]:
R20/21/22;R36

[ Safety Phrases ]:
S22-S24/25-S36/37-S26

[ RIDADR ]:
1544

[ WGK Germany ]:
3

[ RTECS ]:
UV0175000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1

[ HS Code ]:
2933990090

Synthetic Route

Precursor & DownStream

Precursor

  • 1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-7-methoxy-1-methyl- (9CI)
  • N,N-Dimethylacetamide
  • 6-methoxy-1-(phenylsulfonyl)-3-vinyl-1H-indole
  • Harmaline
  • 1-(benzenesulfonyl)-6-methoxyindole-3-carbaldehyde
  • 6-methoxytryptamine
  • 6-Methoxyindole
  • 6-methoxyindole-3-acetonitrile
  • n-acetyl-6-methoxytryptamine
  • nitric acid

DownStream

  • Harmol
  • 7-hydroxy-1-methyl-9H-β-carboline-6-sulfonic acid
  • Harmolol
  • 9-Methoxycanthin-6-one
  • Harmane
  • 9-benzyl-7-methoxy-1-methylpyrido[3,4-b]indole
  • Harmaline
  • 1-methyl-9H-pyrido[3,4-b]indol-7-ol hydrobromide
  • 1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-7-methoxy-1-methyl- (9CI)
  • 1H-Pyrrolo[2,3-c]pyridine-2,3-dicarboxylicacid, 7-methyl-

Customs

[ HS Code ]: 2933990090

[ Summary ]:
2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%


Related Compounds

  • Harmine-d3
  • Harmine.HCL
  • HARMINE DERIV
  • Harmine + tmah
  • Dihydroharmine
  • 2-methylharmine