Dehydroevodiaminehydrochloride

Product Name: Dehydroevodiaminehydrochloride
CAS No.: 111664-82-5
Chemical Name: Dehydroevodiaminehydrochloride
Synonyms: DEHYDROEVODIAMINE HCL;Dehydroevodiamine hydrochloride - Bio-X ?;Dehydroevodiamine hydrochloride, 10 mM in DMSO;inhibit,Inhibitor,Dehydroevodiamine hydrochloride,Dehydroevodiamine;14-methyl-5-oxo-7,8,13,14-tetrahydro-5H-indolo[2,3:3,4]pyrido[2,1-b]q;14-Methyl-8,14-dihydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one hydrochloride;14-methyl-7,8-dihydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(14H)-one hydrochloride
CBNumber: CB13336015
Molecular Formula: C19H16ClN3O
Formula Weight: 337.80284
MOL File: 111664-82-5.mol

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Dehydroevodiaminehydrochloride Property

Melting point:: 198 °C
storage temp.: under inert gas (nitrogen or Argon) at 2-8°C
solubility: DMF: 2.5 mg/ml; DMSO: 12.5 mg/ml; Ethanol: 2.5 mg/ml
form: A crystalline solid
color: White to yellow

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P501Dispose of contents/container to..…

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: SML3190
Product name: Dehydroevodiamine hydrochloride
Purity: ≥98% (HPLC)
Packaging: 10 mg
Price: $86.92
Updated: 2025/07/31

Sigma-Aldrich

Product number: SML3190
Product name: Dehydroevodiamine hydrochloride
Purity: ≥98% (HPLC)
Packaging: 50 mg
Price: $369
Updated: 2025/07/31

Cayman Chemical

Product number: 25101
Product name: Dehydroevodiamine (hydrochloride)
Purity: ≥98%
Packaging: 25mg
Price: $44
Updated: 2024/03/01

Cayman Chemical

Product number: 25101
Product name: Dehydroevodiamine (hydrochloride)
Purity: ≥98%
Packaging: 50mg
Price: $84
Updated: 2024/03/01

Cayman Chemical

Product number: 25101
Product name: Dehydroevodiamine (hydrochloride)
Purity: ≥98%
Packaging: 100mg
Price: $155
Updated: 2024/03/01

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Dehydroevodiaminehydrochloride Chemical Properties,Usage,Production

Uses

Dehydroevodiamine hydrochloride is isolated from the leaves of Evodia rutaecarpa[1].

Biological Activity

Dehydroevodiamine is the major alkaloid of Evodia rutaecarpa th at exhibit cardiovascular effects such as bradycardia, hypotension, and vasorelaxation. Dehydroevodiamine potently inhibits hERG channels. Apparently it is a blocker of IKr (rapid delayed rectifier current) with proarrhythmic effects in vitro and in vivo. Dehydroevodiamine ameliorates the spatial memory impairment in the scopolamine-induced amnestic rats. It reduced neurotoxicity and the production of A?-induced ROS in primary cortical neurons.

Synthesis

526-43-2

75853-60-0

The general procedure for the synthesis of chlorinated dehydrowuzhu bases using 2-(2-(methylamino)benzoyl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indol-1-one as starting material was as follows: compound 2b was dissolved in dichloromethane followed by addition of an isopropanol solution of 1 M hydrochloric acid (8.0 equiv.). The reaction mixture immediately changed color and was stirred at room temperature for 15 minutes. Upon completion of the reaction, the solvent was removed by vacuum distillation to give the product 2a in the form of quinazolinium directly in quantitative yield without further purification. Thin layer chromatography (TLC) analysis showed Rf = 0.29 (trailing) (silica gel plate, 100% ethyl acetate as unfolding agent). The melting point of the product was 204-206 °C. Nuclear magnetic resonance hydrogen spectroscopy (1H NMR, 400 MHz, CD3OD, 300K) data were as follows: δ= 8.54-8.44 (m, 1H, Ar-HE-cyclic), 8.19-8.09 (m, 2H, Ar-HE-cyclic), 7.90 (dt, J = 8.3,1.0 Hz, 1H, Ar-HA-cyclic), 7.83 (ddd, J = 8.1,6.9,1.3 Hz, 1H, Ar-HE-ring), 7.74-7.67 (m, 1H, Ar-HA-ring), 7.60 (ddd, J = 8.4,6.9,1.1 Hz, 1H, Ar-HA-ring), 7.35 (ddd, J = 8.1,6.9,0.9 Hz, 1H, Ar-HA-ring), 4.69- 4.58 (m, 2H, NCH2CH2), 4.49 (s, 3H, CH3), 3.50-3.40 (m, 2H, NCH2CH2) ppm. (No NH signal was detected in MeOD.) NMR carbon spectra (13C{1H} NMR, 101 MHz, CD3OD, 300K) data were as follows: δ= 159.54 (s, C = O), 151.75 (s, C=N), 143.60 (s, Cquart.), 141.36 (s, Cquart.), 137.90 (s, Ar-C), 133.08 (s, Cquart.), 130.67 (s, Ar-C), 129.86 (s, Ar-C), 129.45 (s, Ar-C ), 125.15 (s, Cquart.), 123.35 (s, Ar-C), 122.57 (s, Ar-C), 121.11 (s, Cquart.), 120.42 (s, Cquart.), 119.28 (s, Ar-C), 114.41 (s, Ar-C), 43.46 (s, NCH2CH2), 41.45 (s, CH3), 20.03 (s, NCH2CH2) ppm. infrared spectra (IR) major absorption peaks: ν= 3287-2308 brw, 1701s, 1608s, 1542s, 1498s, 1455m, 1511m, 1384w, 1365w, 1335s, 1278m , 1255m, 1236w, 1206m, 1167w, 1122w, 1103m, 1049w, 1008w, 966w, 936w, 851w, 768m, 751s, 718w, 675m cm-1. High-performance liquid chromatography (HPLC) analytical conditions: Synergi 4U fusion-RP column (15 × 0.46 cm), water/methanol (30-95%) gradient elution with 0.1% formic acid, flow rate 1.00 mL/min, column temperature 20°C, retention time tR = 4.599 min, purity = 94.99%. Mass spectrometry analysis: calculated value [M]+(C19H16N3O) m/z: 302.13; measured value: 302.15.

References

[1] Haji A, et al. Increased feline cerebral blood flow induced by dehydroevodiamine hydrochloride from Evodia rutaecarpa. J Nat Prod. 1994 Mar;57(3):387-9. DOI:10.1021/np50105a009

Dehydroevodiaminehydrochloride Preparation Products And Raw materials

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Shanghai Standard Technology Co., Ltd.

Product: Dehydroevodiamine hydrochloride 111664-82-5
Price: US $0.00/mg
Min. Order: 20mg
Purity: ≥98%(HPLC)
Supply Ability: 10 g
Release date: 2020-05-09

111664-82-5, DehydroevodiaminehydrochlorideRelated Search:

Evodol 2-[2-(Methylamino)benzoyl]-3,4-dihydro-β-carboline-1(2H)-one EVOLITRINE 14-ForMyldihydrorutaecarpine RUTAEVIN Evodine Nomilin Dehydroevodiamine DEHYDROCAVIDINE Rutaecarpine Evodiamine

14-methyl-5-oxo-7,8,13,14-tetrahydro-5H-indolo[2,3:3,4]pyrido[2,1-b]q

DEHYDROEVODIAMINE HCL

14-methyl-7,8-dihydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(14H)-one hydrochloride

14-Methyl-8,14-dihydroindolo[2',3':3,4]pyrido[2,1-b]quinazolin-5(7H)-one hydrochloride

inhibit,Inhibitor,Dehydroevodiamine hydrochloride,Dehydroevodiamine

Dehydroevodiamine hydrochloride, 10 mM in DMSO

Dehydroevodiamine hydrochloride - Bio-X ?

111664-82-5