Harmaline

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Names

[ CAS No. ]:
304-21-2

[ Name ]:
Harmaline

[Synonym ]:
3,4-Dihydroharmine
Armalin
3,4-Dihydro-7-methoxy-1-methyl-9H-pyrido[3,4-b]indole
2H-Pyrido[3,4-b]indole, 3,4-dihydro-7-methoxy-1-methyl-
7-Methoxy-1-methyl-3,4-dihydro-2H-β-carboline
Harmine,dihydro
7-methoxy-1-methyl-3,4-dihydro-2H-pyrido[3,4-b]indole
Harmalol methyl ether
EINECS 206-152-6
MFCD00004955
3,4-Dihydro-7-methoxy-1-methyl-β-carboline
Dihydroharmine
Harmidine
O-Methylharmalol

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
426.4±45.0 °C at 760 mmHg

[ Melting Point ]:
232-234 °C(lit.)

[ Molecular Formula ]:
C13H14N2O

[ Molecular Weight ]:
214.263

[ Flash Point ]:
211.7±28.7 °C

[ Exact Mass ]:
214.110611

[ PSA ]:
37.38000

[ LogP ]:
0.66

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

[ Index of Refraction ]:
1.647

MSDS

Click to get detail MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
UU9800000
CHEMICAL NAME :
3H-Pyrido(3,4-b)indole, 4,9-dihydro-7-methoxy-1-methyl-
CAS REGISTRY NUMBER :
304-21-2
BEILSTEIN REFERENCE NO. :
0207310
LAST UPDATED :
199612
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C13-H14-N2-O
MOLECULAR WEIGHT :
214.29
WISWESSER LINE NOTATION :
T B656 DM HM CHJ F1 KO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
120 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
VHTODE Veterinary and Human Toxicology. (American College of Veterinary and Comparative Toxicology, Publication Office, Comparative Toxicology, Manhattan, KS 66506) V.19- 1977- Volume(issue)/page/year: 33,276,1991
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
120 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 :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
20 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 *** 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

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R25

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
1544

[ WGK Germany ]:
3

[ RTECS ]:
UU9800000

[ Packaging Group ]:
III

[ Hazard Class ]:
6.1(b)

[ HS Code ]:
2933990090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

  • n-acetyl-6-methoxytryptamine
  • (7-methoxy-2,3,4,9-tetrahydro-1H-β-carbolin-1-yl)-methanol
  • 6-methoxytryptamine
  • Harmine
  • Carbon tetrachloride

DownStream

  • Harmol
  • Harmine
  • 4-Methoxy-3-nitrobenzoic acid
  • 1H-Pyrrolo[2,3-c]pyridine-2,3-dicarboxylicacid, 7-methyl-
  • Harmolol
  • 2-benzyl-7-methoxy-1-methylidene-4,9-dihydro-3H-pyrido[3,4-b]indole
  • 2-benzyl-1,2,3,4-tetrahydro-1-phenethylidene-β-carboline
  • 1H-Pyrido[3,4-b]indole,2,3,4,9-tetrahydro-7-methoxy-1-methyl- (9CI)

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%

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Related Compounds

  • HARMALINE HCL
  • Harmaline hydrochloride
  • Harmaline hydrochloride
  • harmaline hydrochloride
  • Harmaline hydrochloride dihydrate
  • 4-methoxy-N-[3-([1,2,4]triazolo[4,3-a]pyridin-3-yl)propyl]benzenesulfonamide
  • 2-[(6-{[4-(3,4-dichlorophenyl)piperazin-1-yl]methyl}-4-oxo-4H-pyran-3-yl)oxy]acetamide
  • N-(5-methyl-1,3,4-thiadiazol-2-yl)-1-(1H-tetrazol-1-yl)cyclohexanecarboxamide
  • N-(2-fluorobenzyl)-4-(4-methoxyphenyl)-1,2,3-thiadiazole-5-carboxamide
  • N-(2-methoxyphenyl)-2-(1H-tetrazol-1-yl)-4,5,6,7-tetrahydro-1-benzothiophene-3-carboxamide
  • N-(3,4-dimethoxyphenyl)-4-(3-oxo-1,2-benzothiazol-2(3H)-yl)butanamide
  • N-[(2E)-5-(methoxymethyl)-1,3,4-thiadiazol-2(3H)-ylidene]-3-(4-oxoquinazolin-3(4H)-yl)propanamide
  • N-[(2Z)-5-(4-methoxybenzyl)-1,3,4-thiadiazol-2(3H)-ylidene]-2-(3-oxo-1,2-benzothiazol-2(3H)-yl)acetamide
  • 2-chloro-6-fluoro-N-((1-(hydroxymethyl)cyclopropyl)methyl)benzamide
  • 2-{2-[(4-Methylbenzenesulfonyl)oxy]phenoxy}acetic acid
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