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CAS No.: | 104-14-3 |
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Name: | Octopamine |
Article Data: | 23 |
Molecular Structure: | |
Formula: | C8H11NO2 |
Molecular Weight: | 153.181 |
Synonyms: | Benzylalcohol, a-(aminomethyl)-p-hydroxy-(6CI,8CI);(RS)-Octopamine;1-(p-Hydroxyphenyl)-2-aminoethanol;2-Amino-1-(4-hydroxyphenyl)ethanol;4-Hydroxyphenethanolamine;4-[2-Amino-1-hydroxyethyl]phenol;DL-Octopamine;Norsynephrine;Racemicoctopamine;p-Hydroxyphenylethanolamine;a-(Aminomethyl)-p-hydroxybenzylalcohol; |
EINECS: | 203-179-5 |
Density: | 1.249 g/cm3 |
Melting Point: | 157-158 °C |
Boiling Point: | 360.727 °C at 760 mmHg |
Flash Point: | 171.962 °C |
Appearance: | White to off-white powder |
Transport Information: | UN 3249 6.1/PG 2 |
PSA: | 66.48000 |
LogP: | 1.08460 |
octopamine
Conditions | Yield |
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With potassium carbonate; thiophenol In N,N-dimethyl-formamide at 20℃; for 72h; | 77% |
5-(4-methoxy-phenyl)-oxazolidin-2-one
octopamine
Conditions | Yield |
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With N,N-dimethyl acetamide; boron tribromide In dichloromethane | 63% |
octopamine
Conditions | Yield |
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With palladium on activated charcoal; ethanol Hydrogenation; |
Conditions | Yield |
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With hydrogenchloride at 100℃; |
Conditions | Yield |
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With N-Ethylmaleimide; acetate buffer; rat plasma; fumaric acid disodium salt; copper(II) sulfate; ascorbic acid; dopamine β-hydroxylase In water 1.) 37 deg C, pH=5.0, 5 min; 2.) 37 deg C, 45 min; | |
With N-Ethylmaleimide; acetate buffer; rat plasma; fumaric acid disodium salt; copper(II) sulfate; ascorbic acid; dopamine β-hydroxylase In water at 37℃; for 0.833333h; effect of cupric sulfate, catalase concentration and rat sample size; |
Conditions | Yield |
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(i) hexamethylenetetramine, (ii) aq. HCl, (iii) NaBH4; Multistep reaction; |
Conditions | Yield |
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at 100℃; | |
at 100℃; |
octopamine
Conditions | Yield |
---|---|
With palladium on activated charcoal; water; hydrogen | |
With ethanol; sodium |
octopamine
Conditions | Yield |
---|---|
With water; palladium; palladium dichloride Hydrogenation; | |
With hydrogenchloride; platinized palladium Hydrogenation; | |
With hydrogenchloride; nickel Hydrogenation; |
The Benzenemethanol, a-(aminomethyl)-4-hydroxy-, with the CAS registry number 104-14-3, is also known as 1-(4-Hydroxyphenyl)-2-aminoethanol. It belongs to the classification code of Adrenergic Agents; Adrenergic Agonists; Adrenergic Alpha-agonists; Cardiovascular Agents; Drug / Therapeutic Agent; Neurotransmitter Agents; Vasoconstrictor Agents. Its EINECS registry number is 203-179-5. This chemical's molecular formula is C8H11NO2 and molecular weight is 153.18. What's more, both its IUPAC name and systematic name are the same which is called 4-(2-Amino-1-hydroxyethyl)phenol. It should be stored in a cool, dry and well-ventilated place. This chemical is an endogenous biogenic amine that is closely related to norepinephrine, and has effects on the adrenergic and dopaminergic systems. It is also found naturally in numerous plants, including bitter orange.
Physical properties about Benzenemethanol, a-(aminomethyl)-4-hydroxy- are: (1)ACD/LogP: -0.593 ; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.61; (4)ACD/LogD (pH 7.4): -2.45; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 3; (10)#H bond donors: 4; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 66.48 Å2; (13)Index of Refraction: 1.614; (14)Molar Refractivity: 42.757 cm3; (15)Molar Volume: 122.612 cm3; (16)Polarizability: 16.95×10-24cm3; (17)Surface Tension: 61.463 dyne/cm; (18)Density: 1.249 g/cm3; (19)Flash Point: 171.962 °C; (20)Enthalpy of Vaporization: 63.991 kJ/mol; (21)Boiling Point: 360.727 °C at 760 mmHg; (22) Vapour Pressure: 0 mmHg at 25 °C.
Preparation of Benzenemethanol, a-(aminomethyl)-4-hydroxy-: this chemical can be prepared by 5-(4-methoxy-phenyl)-oxazolidin-2-one. This reaction needs reagent BBr3/N,N-dimethylacetoamide and solvent CH2Cl2. The yield is 63 %.
Uses of Benzenemethanol, a-(aminomethyl)-4-hydroxy-: it is used to produce other chemicals. For example, it can produce C9H13NO2·ClH. The reaction occurs with reagent HCl and the reaction time is 15 min. The yield is 90 %.
You can still convert the following datas into molecular structure:
(1) SMILES: OC(c1ccc(O)cc1)CN
(2) InChI: InChI=1S/C8H11NO2/c9-5-8(11)6-1-3-7(10)4-2-6/h1-4,8,10-11H,5,9H2
(3) InChIKey: QHGUCRYDKWKLMG-UHFFFAOYSA-N
The toxicity data is as follows:
Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
---|---|---|---|---|---|
guinea pig | LDLo | intravenous | 200mg/kg (200mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 101, Pg. 81, 1955. | |
mouse | LD50 | intracrebral | 2100mg/kg (2100mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64(4), Pg. 140S, 1968. | |
mouse | LD50 | intraperitoneal | 600mg/kg (600mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 106, Pg. 341, 1952. | |
mouse | LD50 | intravenous | 75mg/kg (75mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 106, Pg. 341, 1952. | |
mouse | LD50 | oral | 4200mg/kg (4200mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64(4), Pg. 140S, 1968. | |
mouse | LD50 | subcutaneous | 2070mg/kg (2070mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64(4), Pg. 140S, 1968. | |
rat | LD50 | intraperitoneal | 1350mg/kg (1350mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64(4), Pg. 140S, 1968. | |
rat | LD50 | oral | 1240mg/kg (1240mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64(4), Pg. 140S, 1968. | |
rat | LD50 | subcutaneous | 350mg/kg (350mg/kg) | Nippon Yakurigaku Zasshi. Japanese Journal of Pharmacology. Vol. 64(4), Pg. 140S, 1968. |