CAS No.3613-73-8,Dimebolin Suppliers,MSDS download

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Basic Information

Molecular Structure:
CAS No.:	3613-73-8
Name:	Dimebolin
Article Data:	14

Formula:	C₂₁H₂₅N₃
Molecular Weight:	319.45
Synonyms:	1H-Pyrido[4,3-b]indole,2,3,4,5-tetrahydro-2,8-dimethyl-5-[2-(6-methyl-3-pyridyl)ethyl]- (8CI);2,3,4,5-Tetrahydro-2,8-dimethyl-5-[2-(6-methylpyridin-3-yl)ethyl]-1H-pyrido[4,3-b]indole;Dimeboline;Dimebon;Dimebone;Latrepirdine;Preparation 84;
EINECS:	638-815-4
Density:	1.13 g/cm³
Melting Point:	115-116 °C
Boiling Point:	505.7 °C at 760 mmHg
Flash Point:	259.7 °C
Appearance:	White powder
PSA:	21.06000
LogP:	3.82160

Synthetic route

: 140-76-1
2-methyl-5-vinylpyridine

: 19686-05-6
2.8-dimethyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

: 3613-73-8
dimebon

Conditions

Conditions	Yield
With potassium phosphate In ISOPROPYLAMIDE at 100℃; for 24h; Inert atmosphere;	80%
With potassium hydroxide In 1-methyl-pyrrolidin-2-one at 100℃;	55%
With potassium hydroxide In diethylene glycol dimethyl ether at 120℃; for 42h; Product distribution / selectivity;	52%
With sodium ethanolate; sodium In dimethyl sulfoxide at 90 - 95℃;
With potassium phosphate In ISOPROPYLAMIDE at 130℃;

: 1227258-81-2
tert-butyl 8-methyl-5-(2-(6-methylpyridin-3-yl)ethyl)-3,4-dihydro-1H-pyrido[4,3-b]indole-2(5H)-carboxylate

: 3613-73-8
dimebon

Conditions

Conditions	Yield
With lithium aluminium tetrahydride In tetrahydrofuran for 2h; Reflux;	70%

: 1445-73-4
1-Methyl-4-piperidone

: 21241-08-7
2-methyl-5-{2-[1-(4-methylphenyl)hydrazinyl]ethyl}pyridine

: 3613-73-8
dimebon

Conditions

Conditions	Yield
With acetic acid In water at 20℃; for 4h; Inert atmosphere; Reflux;
With hydrogenchloride In isopropyl alcohol for 0.25h;

: 1229621-60-6
N'-(1-methyl-piperidin-4-ylidene)-N-[2-(6-methyl-pyridin-3-yl)-ethyl]-N-p-tolyl-hydrazine

: 3613-73-8
dimebon

Conditions

Conditions	Yield
With hydrogenchloride In ethanol; water at 100℃; for 0.5h;
Stage #1: N'-(1-methyl-piperidin-4-ylidene)-N-[2-(6-methyl-pyridin-3-yl)-ethyl]-N-p-tolyl-hydrazine With hydrogenchloride; water In ethanol at 80℃; for 1.5h; Stage #2: With sodium hydroxide In ethanol; water pH=14;
Stage #1: N'-(1-methyl-piperidin-4-ylidene)-N-[2-(6-methyl-pyridin-3-yl)-ethyl]-N-p-tolyl-hydrazine With hydrogenchloride In ethanol at 80℃; for 1.5h; Reflux; Stage #2: With sodium hydroxide In ethanol; water pH=14;

: Latrepirdine dihydrochloride

: 3613-73-8
dimebon

Conditions

Conditions	Yield
With sodium hydroxide In 2-methyltetrahydrofuran; water for 1.25h;

: 140-76-1
2-methyl-5-vinylpyridine

: 3613-73-8
dimebon

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: 9-bora-bicyclo[3.3.1]nonane / tetrahydrofuran / 0 °C / Reflux; Inert atmosphere 1.2: 1 h / Inert atmosphere 2.1: phosphorus tribromide / diethyl ether / 3 h / 0 °C / Inert atmosphere 3.1: N,N-dimethyl-formamide / 15 h / 60 °C / Inert atmosphere 4.1: sodium tetrahydroborate / methanol; water / Inert atmosphere View Scheme
Multi-step reaction with 2 steps 1: potassium phosphate / ISOPROPYLAMIDE / 22 h / 100 °C 2: hydrogenchloride / isopropyl alcohol / 0.25 h View Scheme

: 100189-17-1
2-(6-methylpyridin-3-yl) ethan-1-ol

: 3613-73-8
dimebon

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: phosphorus tribromide / diethyl ether / 3 h / 0 °C / Inert atmosphere 2: N,N-dimethyl-formamide / 15 h / 60 °C / Inert atmosphere 3: sodium tetrahydroborate / methanol; water / Inert atmosphere View Scheme

: Br(1-)*C21H22N3(1+)

: 3613-73-8
dimebon

Conditions

Conditions	Yield
With sodium tetrahydroborate In methanol; water Inert atmosphere;	0.046 g

: 1296770-62-1
3-(2-azido-5-methylphenyl)pyridine

: 3613-73-8
dimebon

Conditions

Conditions	Yield
Multi-step reaction with 5 steps 1: dichloromethane / 20 °C / Inert atmosphere 2: dirhodium(II) tetrakis(perfluorobutyrate) / toluene / 15 h / 90 °C / Inert atmosphere; Molecular sieve 3: potassium hydroxide / water / 2 h / 90 °C / Inert atmosphere 4: N,N-dimethyl-formamide / 15 h / 60 °C / Inert atmosphere 5: sodium tetrahydroborate / methanol; water / Inert atmosphere View Scheme
Multi-step reaction with 5 steps 1: dichloromethane / 20 °C / Inert atmosphere 2: ruthenium trichloride hydrate / Isopropyl acetate / 15 h / 80 °C / Inert atmosphere 3: potassium hydroxide / water / 2 h / 90 °C / Inert atmosphere 4: N,N-dimethyl-formamide / 15 h / 60 °C / Inert atmosphere 5: sodium tetrahydroborate / methanol; water / Inert atmosphere View Scheme

: 1296770-72-3
1-methyl-3-(2-azido-5-methylphenyl)pyridinium triflate

: 3613-73-8
dimebon

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: dirhodium(II) tetrakis(perfluorobutyrate) / toluene / 15 h / 90 °C / Inert atmosphere; Molecular sieve 2: potassium hydroxide / water / 2 h / 90 °C / Inert atmosphere 3: N,N-dimethyl-formamide / 15 h / 60 °C / Inert atmosphere 4: sodium tetrahydroborate / methanol; water / Inert atmosphere View Scheme
Multi-step reaction with 4 steps 1: ruthenium trichloride hydrate / Isopropyl acetate / 15 h / 80 °C / Inert atmosphere 2: potassium hydroxide / water / 2 h / 90 °C / Inert atmosphere 3: N,N-dimethyl-formamide / 15 h / 60 °C / Inert atmosphere 4: sodium tetrahydroborate / methanol; water / Inert atmosphere View Scheme

Raw Materials

140-76-1

3430-13-5

1692-25-7

583-68-6

637-60-5

5470-70-2

19686-05-6

36357-38-7

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Specification

1. Introduction of Dimebolin

Dimebolin, with the IUPAC Name of 2,8-dimethyl-5-[2-(6-methylpyridin-3-yl)ethyl]-3,4-dihydro-1H-pyrido[4,3-b]indole, is one kind of solid. And its Classification Code is Reproductive Effect. It is an antihistamine drug and is an orally-active small molecule compound.

2. Properties of Dimebolin

Dimebolin has the following property data: (1)XLogP3-AA: 3.5; (2)H-Bond Donor: 0; (3)H-Bond Acceptor: 2; (4)Surface Tension: 41.5 dyne/cm; (5)Density: 1.13 g/cm3; (6)Flash Point: 259.7 °C; (7)Enthalpy of Vaporization: 77.55 kJ/mol; (8)Boiling Point: 505.7 °C at 760 mmHg; (9)Vapour Pressure: 2.37E-10 mmHg at 25 °C.

3. Structure Descriptors of Dimebolin

You could convert the following datas into the molecular structure:
InChI: InChI=1S/C21H25N3/c1-15-4-7-20-18(12-15)19-14-23(3)10-9-21(19)24(20)11-8-17-6-5-16(2)22-13-17/h4-7,12-13H,8-11,14H2,1-3H3
InChIKey: InChIKey=JNODQFNWMXFMEV-UHFFFAOYSA-N
Smiles: n1(c2c(c3cc(ccc13)C)CN(CC2)C)CCc1cnc(cc1)C

4. Toxicity of Dimebolin

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	178mg/kg (178mg/kg)		Russian Pharmacology and Toxicology Vol. 31, Pg. 105, 1968.
mouse	LDLo	oral	356mg/kg (356mg/kg)		Farmakologiya i Toksikologiya Vol. 46(5), Pg. 90, 1983.

5. Use of Dimebolin

Dimebolin has been shown to inhibit brain cell death in preclinical studies of Alzheimer's disease and Huntington's disease, making it a potential treatment for these and other neurodegenerative diseases. Also it may have cognition-enhancing effects in healthy individuals.