Harmaline structure, CAS 304-21-2

Harmaline

CAS Number304-21-2

Synonyms3,4-Dihydroharmine; Armalin; 3,4-Dihydro-7-methoxy-1-methyl-9H-pyrido[3,4-b]indole; 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

Molecular FormulaC13H14N2O

Molecular Weight214.26

Purity98.00%

Density1.3±0.1 g/cm3

Boiling Point426.4±45.0 °C at 760 mmHg

Melting Point232-234 °C (lit.)

Flash Point

Appearance

EINECS

MSDSChineseEnglish

Symbol6.1(b)

Signal WordWarning

Cat. No.: 2A-9021188 Purity: 98.00%
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Quality Control of [ 304-21-2 ] Purity: 98.00% SDS Specification MoL

Chemical & Physical Properties
CAS Number304-21-2
Catalog No.2A-9021188
Chinese Name骆驼蓬灵
Synonyms3,4-Dihydroharmine; Armalin; 3,4-Dihydro-7-methoxy-1-methyl-9H-pyrido[3,4-b]indole; 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
Molecular FormulaC13H14N2O
Molecular Weight214.26
Purity98.00
Density1.3±0.1 g/cm3
Boiling Point426.4±45.0 °C at 760 mmHg
Melting Point232-234 °C (lit.)
Storage ConditionThe warehouse is low-temperature, ventilated, dry,
PackagingIII
ApplicationHarmaline is a potent, reversible inhibitor of monoamine oxidase in animals. Harmaline is a central nervous system stimulant used to induce tremors in rodents.
HTC2933990090
MDL NumberMFCD00004955
SMILESCOc1ccc2c3CCN=C(C)c3[nH]c2c1
InChI1S/C13H14N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-4,7,15H,5-6H2,1-2H3
InChI KeyRERZNCLIYCABFS-UHFFFAOYSA-N
Beilstein/REAXYS207310
NACRES CodeNA.24
UNSPSC41116107
Hazard Symbols6.1(b)
MSDSmsds/21188_1_304_21_2.pdf
BioactivityHarmaline is a potent and reversible monoamine oxidase inhibitor in vivo. Harmaline is a central nervous system stimulant and can be used to induce tremor in rodents. Related Catalog Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase Research Areas >> Neurological Disease Target Target: Monoamine oxidase[1] In Vitro Harmaline inhibits monoamine oxidases, thus increasing the levels of monoamine neurotransmitters (e.g., at 7-70 μM/kg in rats)[1]. Harmaline-induced tremor in rodents is a model of essential tremor. The tremor activity is dependent on harmaline dose. The first-line clinical essential tremor treatments propranolol, primidone and gabapentin and γ-hydroxybutyrate (GHB) significantly attenuate harmaline-induced tremor. The anticonvulsants valproate and carbamazepine and the mood stabilizer lithium suppress harmaline-induced tremor. The γ-amino-butyric acid (GABA) receptor subtype A receptor agonist muscimol attenuate harmaline-induced tremor. Harmaline (30 mg/kg) induces tremor in mice through the N-methyl-D-aspartate (NMDA) receptor, both competitive and non-competitive NMDA receptor antagonists, and AMPA receptor blockade, decreased harmaline-induced tremor[2]. Animal Admin Rats[1] Wistar albino rats of 160 to 190 g, fasted for 16 hr, receive various doses of Harmaline (0-70 μM/kg) either alone or 1 hr prior to subcutaneous administration of 75 mg/kg 5-hydroxytryptophan, 10 mg/kg Ro 4-1284 or 100 mg/kg iproniazid. The animals are decapitated and the 5-hydroxytryptamine of the brain (in the experiments with 5-hydroxytryptophan also of the heart) is measured spectrophotofluorometrically[1]. Mice[2] Group-housed mice are brought to the experimental room for at least 1 h to acclimate prior to testing. Following a 20 min pretreatment with vehicle or test compounds (60 min for primidone), drug-naive mice are injected with harmaline (30 mg/kg) and placed inside the Tremor Monitor chamber for a 10 min habituation period. Following the habituation period, tremor activity of the mice is measured for 8 min[2]. References [1]. Gey, K.F, et al. Effect of α-alkylated tryptamine derivatives on 5-hydroxytryptamine metabolism in vivo. Brit.J.Pharmacol. 19, 161-167(1962). [2]. Paterson NE, et al. Pharmacological characterization of harmaline-induced tremor activity in mice. Eur J Pharmacol. 2009 Aug 15;616(1-3):73-80. 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 InChIKey RERZNCLIYCABFS-UHFFFAOYSA-N SMILES COc1ccc2c3c([nH]c2c1)C(C)=NCC3
Use ofHarmaline is a potent and reversible monoamine oxidase inhibitor in vivo. Harmaline is a central nervous system stimulant and can be used to induce tremor in rodents. Properties Articles34 Name harmaline Synonym More Synonyms Harmaline Biological Activity Description Harmaline is a potent and reversible monoamine oxidase inhibitor in vivo. Harmaline is a central nervous system stimulant and can be used to induce tremor in rodents. Related Catalog Signaling Pathways >> Neuronal Signaling >> Monoamine Oxidase Research Areas >> Neurological Disease Target: Monoamine oxidase[1] References [1]. Gey, K.F, et al. Effect of α-alkylated tryptamine derivatives on 5-hydroxytryptamine metabolism in vivo. Brit.J.Pharmacol. 19, 161-167(1962). [2]. Paterson NE, et al. Pharmacological characterization of harmaline-induced tremor activity in mice. Eur J Pharmacol. 2009 Aug 15;616(1-3):73-80. Chemical & Physical Properties Molecular Formula C13H14N2O Exact Mass 214.110611 PSA 37.38000 Index of Refraction 1.647 InChIKey RERZNCLIYCABFS-UHFFFAOYSA-N
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MSDS Transport InfoModule 14. Shipping information 14.1 UN dangerous goods number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available
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