Ibogamine, 12-methoxy- supplier

Name
IBOGAINE
EINECS 201-498-4
CAS No. 83-74-9
Article Data11
CAS DataBase
Density 1.2 g/cm³
Solubility
Melting Point 152-153°
Formula C₂₀H₂₆N₂O
Boiling Point 484.2 °C at 760 mmHg
Molecular Weight 310.439
Flash Point 246.6 °C
Transport Information
Appearance
Safety 7-16-36/37-45
Risk Codes 11-23/24/25-39/23/24/25
Molecular Structure
Hazard Symbols F,T
Synonyms Ibogaine(7CI,8CI);(-)-Ibogaine;Ibogain;NSC 249764;
PSA 28.26000
LogP 3.87450

Synthetic route

: 510-22-5
voacangine

: 83-74-9
ibogaine

Conditions

Conditions	Yield
Stage #1: voacangine With potassium hydroxide In ethanol Reflux; Stage #2: With hydrogenchloride In water at 0℃; for 0.0833333h; pH=1; Reflux;	86%
With potassium hydroxide Erwaermen der Reaktionsloesung mit methanol. HCl;

: 113950-91-7
12-methoxy-20,21-didehydro-ibogamine

: 83-74-9
ibogaine

Conditions

Conditions	Yield
Hydrogenation;

: 2637-13-0
12-methoxy-ibogamin-19-one

: 83-74-9
ibogaine

Conditions

Conditions	Yield
With tetrahydrofuran; lithium aluminium tetrahydride

(17S)-12-methoxy-9,17-dihydro-8,17-cyclo-8,9-seco-ibogamin-9-one: (17S)-12-methoxy-9,17-dihydro-8,17-cyclo-8,9-seco-ibogamin-9-one

: 83-74-9
ibogaine

Conditions

Conditions	Yield
With lithium aluminium tetrahydride; diethyl ether

: 83-74-9
ibogaine

: 481-88-9
12-hydroxyibogamine

Conditions

Conditions	Yield
With iodine; aluminium In acetonitrile for 3h; Reflux;	76%

: 109-99-9
tetrahydrofuran

: 83-74-9
ibogaine

: 7553-56-2
iodine

NaHCO3: NaHCO3

: 2637-13-0
12-methoxy-ibogamin-19-one

...Expand

: 110-86-1
pyridine

: 83-74-9
ibogaine

CrO3: CrO3

: 111066-15-0
12-methoxy-16,17-didehydro-9,17-dihydro-ibogamin-9α-yl hydroperoxide

...Expand

: 110-86-1
pyridine

: 83-74-9
ibogaine

CrO3: CrO3

A: 2637-13-0
12-methoxy-ibogamin-19-one

B: 111411-40-6
12-methoxy-ibogamine-8,19-dione

...Expand

: 67-66-3
chloroform

: 83-74-9
ibogaine

air oxygen: air oxygen

A iboluteine: iboluteine

B ibochin: ibochin

Conditions

Conditions	Yield
Irradiation;

...Expand

: 83-74-9
ibogaine

: 501-53-1
benzyl chloroformate

: N-CBZ-noribogaine

Conditions

Conditions	Yield
Stage #1: ibogaine; benzyl chloroformate With N-ethyl-N,N-diisopropylamine at 20℃; Inert atmosphere; Stage #2: With boron tribromide Inert atmosphere;

: 83-74-9
ibogaine

: 5934-55-4
ibogaine hydrochloride

Conditions

Conditions	Yield
With hydrogenchloride In diethyl ether

: 83-74-9
ibogaine

: 110514-35-7
12-hydroxyibogamine hydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: aluminium; iodine / acetonitrile / 3 h / Reflux 2: hydrogenchloride / diethyl ether View Scheme

Ibogamine, 12-methoxy- Specification

The Ibogamine, 12-methoxy- is an organic compound with the formula C₂₀H₂₆N₂O. The systematic name of this chemical is 12-Methoxyibogamine. With the CAS registry number 83-74-9, it is also named as Endabuse. Besides, its molecular weight is 310.43.

Physical properties about Ibogamine, 12-methoxy- are: (1)ACD/LogP: 4.56; (2)#H bond acceptors: 3; (3)#H bond donors: 1; (4)#Freely Rotating Bonds: 2; (5)Polar Surface Area: 17.4 Å²; (6)Index of Refraction: 1.643; (7)Molar Refractivity: 93.19 cm³; (8)Molar Volume: 257.6 cm³; (9)Polarizability: 36.94×10^-24 cm³; (10)Surface Tension: 53.6 dyne/cm; (11)Density: 1.2 g/cm³; (12)Flash Point: 246.6 °C; (13)Enthalpy of Vaporization: 74.94 kJ/mol; (14)Boiling Point: 484.2 °C at 760 mmHg; (15)Vapour Pressure: 1.57E-09 mmHg at 25 °C.

You can still convert the following datas into molecular structure:
(1)SMILES: O(c1ccc2c(c1)c3c(n2)[C@@H]5C[C@H]4C[C@@H]([C@@H]5N(CC3)C4)CC)C
(2)InChI: InChI=1/C20H26N2O/c1-3-13-8-12-9-17-19-15(6-7-22(11-12)20(13)17)16-10-14(23-2)4-5-18(16)21-19/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3/t12-,13+,17+,20+/m1/s1
(3)InChIKey: HSIBGVUMFOSJPD-CFDPKNGZBI
(4)Std. InChI: InChI=1S/C20H26N2O/c1-3-13-8-12-9-17-19-15(6-7-22(11-12)20(13)17)16-10-14(23-2)4-5-18(16)21-19/h4-5,10,12-13,17,20-21H,3,6-9,11H2,1-2H3/t12-,13+,17+,20+/m1/s1
(5)Std. InChIKey: HSIBGVUMFOSJPD-CFDPKNGZSA-N

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Source
guinea pig	LD50	intraperitoneal	82mg/kg (82mg/kg)	Drugs of the Future. Vol. 21, Pg. 1109, 1996.
rat	LD50	intraperitoneal	145mg/kg (145mg/kg)	Drugs of the Future. Vol. 21, Pg. 1109, 1996.
rat	LD50	oral	327mg/kg (327mg/kg)	Drugs of the Future. Vol. 21, Pg. 1109, 1996.

Product Name

IBOGAINE

Synthetic route

Ibogamine, 12-methoxy- Specification

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