Name: DL-Adrenalin
SKU: 329-65-7

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Basic Information

Molecular Structure:
CAS No.:	329-65-7
Name:	DL-Adrenalin
Article Data:	33

Formula:	C₉H₁₃NO₃
Molecular Weight:	183.207
Synonyms:	1,2-Benzenediol,4-[1-hydroxy-2-(methylamino)ethyl]-, (?à)-;Benzyl alcohol, 3,4-dihydroxy-a-[(methylamino)methyl]-, (?à)- (8CI);(?à)-Adrenaline;(?à)-Epinephrine;1-(3,4-Dihydroxy)phenyl-2-methylaminoethanol;2-(Methylamino)-1-(3,4-dihydroxyphenyl)ethanol;DL-Adrenaline;Epirenamine;Racepinefrine;Racepinephrine;dl-Adrenaline;
EINECS:	206-347-6
Density:	1.283 g/cm³
Melting Point:	197 °C (dec.)(lit.)
Boiling Point:	413.1 °C at 760 mmHg
Flash Point:	207.9 °C
Solubility:	slightly water soluble
Appearance:	odorless light brown or nearly white crystals
Hazard Symbols:	T
Risk Codes:	24-36/37/38
Safety:	26-36/37-45
Transport Information:	UN 2811
PSA:	72.72000
LogP:	0.74150

Synthetic route

: 150-05-0
(S)-4-[1-hydroxy-2-(methylamino)ethyl]pyrocatechol

: 329-65-7
Epinephrine

Conditions

Conditions	Yield
With salicylaldehyde; acetic acid at 90℃; for 4h; Temperature; Reagent/catalyst;	92.7%
With hydrogenchloride In water at 80℃; for 1h;	91.5%

: 62-13-5
1-(3,4-dihydroxyphenyl)-1-oxo-2-methylamino-ethan-hydrochlorid

: 329-65-7
Epinephrine

Conditions

Conditions	Yield
With hydrogen; palladium(II) hydroxide In methanol; water at 10 - 40℃; under 150.015 Torr; for 16h;	64%
Multi-step reaction with 3 steps 1: 73 percent / NaHCO3 / benzene; H2O / 30 h 2: 71 percent / NaBH4 / methanol / 24 h 3: 54.6 percent / H2, conc HCl / Pd/C / ethanol / 6 h / Ambient temperature View Scheme

: 104819-58-1, 104873-32-7, 104873-33-8
R,S-2,2'-dinitrobiphenyl-6,6'-dicarbonsaeure-di-N,N'-1-(3,4-dihydroxyphenyl)-1-hydroxy-methylamido-ethan

: 329-65-7
Epinephrine

Conditions

Conditions	Yield
With hydrogenchloride; hydrogen; palladium on activated charcoal In ethanol for 6h; Ambient temperature;	54.6%

: 36467-25-1
2-(benzyl-methyl-amino)-1-(3,4-dihydroxy-phenyl)-ethanone

: 329-65-7
Epinephrine

Conditions

Conditions	Yield
Stage #1: 2-(benzyl-methyl-amino)-1-(3,4-dihydroxy-phenyl)-ethanone With hydrogenchloride; hydrogen; palladium 10% on activated carbon In methanol; water at 40℃; for 30 - 35h; pH=1.0 - 2.4; Stage #2: With ammonia In water at 10 - 15℃; pH=8.5;
With hydrogenchloride; palladium Hydrogenation;

: 99-45-6
adrenalone

: 329-65-7
Epinephrine

Conditions

Conditions	Yield
With sodium hydroxide; nickel Hydrogenation;
With water; palladium Hydrogenation;
With sodium hydroxide; nickel Hydrogenation;
With sodium amalgam; ethanol

: 120-80-9
benzene-1,2-diol

: 20677-73-0
N-methylaminoacetaldehyde diethyl acetal

: 329-65-7
Epinephrine

Conditions

Conditions	Yield
With hydrogenchloride at 100℃; das Hydrochlorid entsteht im Rohr;
With hydrogenchloride at 100℃; das Hydrochlorid entsteht im Rohr;

: 51-43-4, 150-05-0, 329-65-7, 6912-68-1
(-)-epinephrine

: 329-65-7
Epinephrine

Conditions

Conditions	Yield
With hydrogenchloride at 30.1℃; Rate constant;

3-methyl-5-<3.4-methylenedioxy-phenyl>-oxazolidone-(2): 3-methyl-5-<3.4-methylenedioxy-phenyl>-oxazolidone-(2)

: 329-65-7
Epinephrine

Conditions

Conditions	Yield
With hydrogenchloride

dl-adrenaline: dl-adrenaline

: 329-65-7
Epinephrine

Conditions

Conditions	Yield
With D-tartaric acid dextrorotatory methylaminomethyl-<3.4-dioxy-phenyl>-carbinol;

: 67-04-9, 136-37-8, 136-38-9, 2410-00-6, 3459-11-8, 7418-89-5, 13998-28-2, 16589-24-5, 21254-60-4, 41787-41-1
synephrine tartrate

sodium chloride: sodium chloride

oxygen: oxygen

: 329-65-7
Epinephrine

Conditions

Conditions	Yield
mit UV-Licht.Irradiation;

...Expand

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Chemistry

Molecular structure of DL-Adrenalin (CAS NO.329-65-7) is:

Product Name: DL-Adrenalin
CAS Registry Number: 329-65-7
IUPAC Name: 4-[1-hydroxy-2-(methylamino)ethyl]benzene-1,2-diol
Molecular Weight: 183.20442 [g/mol]
Molecular Formula: C₉H₁₃NO₃
XLogP3: -1.4
H-Bond Donor: 4
H-Bond Acceptor: 4
EINECS: 206-347-6
Melting Point: 197 °C (dec.)(lit.)
Storage temp. 2-8°C
Water Solubility Sparingly soluble
Surface Tension: 59.9 dyne/cm
Density: 1.283 g/cm³
Flash Point: 207.9 °C
Enthalpy of Vaporization: 70.21 kJ/mol
Boiling Point: 413.1 °C at 760 mmHg
Vapour Pressure: 1.45E-07 mmHg at 25°C
Product Categories: Standards - 13C & 2H for GC-Mass Spectrometry

Toxicity Data With Reference

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
mouse	LD50	intraperitoneal	7800ug/kg (7.8mg/kg)		Proceedings of the Society for Experimental Biology and Medicine. Vol. 68, Pg. 501, 1948.
mouse	LD50	intravenous	3400ug/kg (3.4mg/kg)	LUNGS, THORAX, OR RESPIRATION: ACUTE PULMONARY EDEMA KIDNEY, URETER, AND BLADDER: "INFLAMMATION, NECROSIS, OR SCARRING OF BLADDER" LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES	Journal of Pharmacology and Experimental Therapeutics. Vol. 95, Pg. 502, 1949.
mouse	LDLo	subcutaneous	12mg/kg (12mg/kg)		"Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 57, 1948.
rabbit	LDLo	intravenous	250ug/kg (0.25mg/kg)		"Structure et Activite Pharmacodyanmique des Medicaments du Systeme Nerveux Vegetatif," Bovet, D., and F. Bovet-Nitti, New York, S. Karger, 1948Vol. -, Pg. 57, 1948.
rat	LD50	intravenous	70ug/kg (0.07mg/kg)	BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) BEHAVIORAL: MUSCLE WEAKNESS LUNGS, THORAX, OR RESPIRATION: DYSPNEA	Journal of Pharmacology and Experimental Therapeutics. Vol. 95, Pg. 502, 1949.

Safety Profile

Safty information about DL-Adrenalin (CAS NO.329-65-7) is:

Hazard Codes: Toxic T
Risk Statements: 24-36/37/38
R24:Toxic in contact with skin.
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36/37-45
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.
S36/37:Wear suitable protective clothing and gloves.
S45:In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.)
RIDADR: UN 2811 6.1/PG 2
WGK Germany: 3
RTECS: DO2975000
HazardClass: 6.1(b)
PackingGroup: III

Specification

DL-Adrenalin , its cas register number is 329-65-7. It also can be called 1-(3,4-Dihydroxyphenyl)-2-(methylamino)ethanol ; (+/-)-Adrenaline ; (+/-)-Epinephrine ; 1,2-Benzenediol, 4-(1-hydroxy-2-(methylamino)ethyl)-, (+/-) ; 4-(1-Hydroxy-2-methylaminoethyl)benzene-1,2-diol ; Benzyl alcohol, 3,4-dihydroxy-alpha-((methylamino)methyl)-, (+/-) .It is a odorless light brown or nearly white crystals and slightly water soluble .

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Chemistry

Toxicity Data With Reference

Safety Profile

Specification