CAS Number442-51-3
SynonymsYajeine; Banisterine; Harmine; 7-Methoxy-1-methyl-9H-β-carboline; Telepathin; Yagein; Garmin; Telepathien; Harmin; Yageine; 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
Molecular FormulaC13H12N2O
Molecular Weight212.25
Purity98.00%
Density1.3±0.1 g/cm3
Boiling Point421.4±40.0 °C at 760 mmHg
Melting Point262-264 °C(lit.)
Appearanceoff-white solid
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 442-51-3 |
| Catalog No. | 2A-9021859 |
| Chinese Name | 哈尔碱； 哈尔明碱； 肉叶云香碱； 去氢骆驼蓬碱 |
| Synonyms | Yajeine; Banisterine; Harmine; 7-Methoxy-1-methyl-9H-β-carboline; Telepathin; Yagein; Garmin; Telepathien; Harmin; Yageine; 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 |
| Molecular Formula | C13H12N2O |
| Molecular Weight | 212.25 |
| Purity | 98.00 |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 421.4±40.0 °C at 760 mmHg |
| Melting Point | 262-264 °C(lit.) |
| Appearance | off-white solid |
| Storage Condition | The warehouse is low-temperature, ventilated, dry, |
| Packaging | III |
| Application | Harmine is a natural bispecific tyrosine phosphorylation-regulated kinase ((DYRK)) inhibitor with anticancer and anti-inflammatory activities. |
| HTC | 2933990090 |
| MDL Number | MFCD00004958 |
| SMILES | [nH]1c2c(c3c1cc(cc3)OC)ccnc2C |
| InChI | 1S/C13H12N2O/c1-8-13-11(5-6-14-8)10-4-3-9(16-2)7-12(10)15-13/h3-7,15H,1-2H3 |
| InChI Key | BXNJHAXVSOCGBA-UHFFFAOYSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | 6.1 |
| MSDS | msds/21859_1_442_51_3.pdf |
| Bioactivity | Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase ((DYRK)) inhibitor with anticancer and anti-inflammatory activities. Related Catalog Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Signaling Pathways >> Protein Tyrosine Kinase/RTK >> DYRK Signaling Pathways >> Cell Cycle/DNA Damage >> RAD51 Research Areas >> Cancer Natural Products >> Alkaloid Research Areas >> Neurological Disease Target 5-HT2A Receptor:397 nM (Ki) DYRK1A RAD51 In Vitro Harmine is an inhibitor of 5-HT2A, with an Ki of 397 nM[1]. Harmine inhibits tau phosphorylation by DYRK1A by selected DANDYs, with an IC50 of 190 nM[2].Harmine negatively regulates HR by interfering Rad51 recruitment, resulting in severe cytotoxicity in hepatoma cells. Furthermore, NHEJ inhibitor Nu7441 markedly sensitizes Hep3B cells to the anti-proliferative effects of Harmine[3]. In Vivo It is shown that brain water content is significantly increased in the TBI group. Treatment with Harmine significantly reduces the tissue water content at 1, 3 and 5 days, compared with the TBI group. Harmine treatment significantly reduces the escape latency at 3 and 5 days, compared with the TBI group. Post-TBI administration of Harmine significantly improves the motor function recovery of the rats at 1, 3 and 5 days following TBI, compared with the TBI group without Harmine treatment. The neuronal survival rate in the Harmine-treated group is significantly increased, compared with the TBI group. Administration of Harmine results in marked elevation in the expression of GLT-1, compared with the TBI group. The administration of Harmine significantly reduces the expression of caspase 3, compared with the TBI group[4]. Animal Admin Rats[4] A total of 150 male Sprague-Dawley rats (age, 10-12 weeks; weighing, 280-320 g; are used in the present study. The rats are randomly divided into three groups: Sham-operated group (sham; n=15); the TBI group (TBI; n=35) and the TBI + Harmine-treated group (Harmine; n=35). Harmine is administered immediately following TBI (i.p, 30 mg/kg per day) for up to 5 days. The sham and TBI groups receive equal volumes of 0.9% saline solution (i.p.). The rats are grouped as follows for examination of behavioral recovery: Sham, n=3; TBI, n=7; and Harmine, n=7. Following TBI, the NSS is evaluated at 1, 3 and 5 days. Each rat is assessed by an observer who is blinded to the animal treatment[4]. References [1]. Glennon RA, et al. Binding of beta-carbolines and related agents at serotonin (5-HT(2) and 5-HT(1A)), dopamine (D(2)) and benzodiazepine receptors. Drug Alcohol Depend. 2000 Aug 1;60(2):121-32. [2]. Neumann F, et al. DYRK1A inhibition and cognitive rescue in a Down syndrome mouse model are induced by new fluoro-DANDY derivatives. Sci Rep. 2018 Feb 12;8(1):2859. [3]. Zhang L, et al. Harmine suppresses homologous recombination repair and inhibits proliferation of hepatoma cells. Cancer Biol Ther. 2015;16(11):1585-92. [4]. Zhong Z, et al. Treatment with harmine ameliorates functional impairment and neuronal death following traumatic brain injury. Mol Med Rep. 2015 Dec;12(6):7985-91. 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 InChIKey BXNJHAXVSOCGBA-UHFFFAOYSA-N SMILES COc1ccc2c(c1)[nH]c1c(C)nccc12 |
| Use of | Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase ((DYRK)) inhibitor with anticancer and anti-inflammatory activities. Properties Name harmine Synonym More Synonyms Harmine Biological Activity Description Harmine is a natural dual-specificity tyrosine phosphorylation-regulated kinase ((DYRK)) inhibitor with anticancer and anti-inflammatory activities. Related Catalog Signaling Pathways >> GPCR/G Protein >> 5-HT Receptor Signaling Pathways >> Neuronal Signaling >> 5-HT Receptor Signaling Pathways >> Protein Tyrosine Kinase/RTK >> DYRK Signaling Pathways >> Cell Cycle/DNA Damage >> RAD51 Research Areas >> Cancer Natural Products >> Alkaloid Research Areas >> Neurological Disease 5-HT2A Receptor:397 nM (Ki) In Vivo It is shown that brain water content is significantly increased in the TBI group. Treatment with Harmine significantly reduces the tissue water content at 1, 3 and 5 days, compared with the TBI group. Harmine treatment significantly reduces the escape latency at 3 and 5 days, compared with the TBI group. Post-TBI administration of Harmine significantly improves the motor function recovery of the rats at 1, 3 and 5 days following TBI, compared with the TBI group without Harmine treatment. The neuronal survival rate in the Harmine-treated group is significantly increased, compared with the TBI group. Administration of Harmine results in marked elevation in the expression of GLT-1, compared with the TBI group. The administration of Harmine significantly reduces the expression of caspase 3, compared with the TBI group[4]. References [1]. Glennon RA, et al. Binding of beta-carbolines and related agents at serotonin (5-HT(2) and 5-HT(1A)), dopamine (D(2)) and benzodiazepine receptors. Drug Alcohol Depend. 2000 Aug 1;60(2):121-32. [2]. Neumann F, et al. DYRK1A inhibition and cognitive rescue in a Down syndrome mouse model are induced by new fluoro-DANDY derivatives. Sci Rep. 2018 Feb 12;8(1):2859. [3]. Zhang L, et al. Harmine suppresses homologous recombination repair and inhibits proliferation of hepatoma cells. Cancer Biol Ther. 2015;16(11):1585-92. [4]. Zhong Z, et al. Treatment with harmine ameliorates functional impairment and neuronal death following traumatic brain injury. Mol Med Rep. 2015 Dec;12(6):7985-91. Chemical & Physical Properties Molecular Formula C13H12N2O Exact Mass 212.094955 PSA 37.91000 Index of Refraction 1.706 InChIKey BXNJHAXVSOCGBA-UHFFFAOYSA-N |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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