CAS No.59-42-7,Phenylephrine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	59-42-7
Name:	Phenylephrine
Article Data:	15

Formula:	C₉H₁₃NO₂
Molecular Weight:	167.208
Synonyms:	m-Methylaminoethanolphenol;m-Oxedrine;m-Sympathol;Benzenemethanol,3-hydroxy-a-[(methylamino)methyl]-, (R)-;Benzyl alcohol, m-hydroxy-a-[(methylamino)methyl]-, (-)- (7CI,8CI);(-)-Phenylephrine;(-)-m-Hydroxy-a-(methylaminomethyl)benzylalcohol;(-)-m-Oxedrine;(-)-m-Synephrine;(R)-(-)-Phenylephrine;(R)-Phenylephrine;L-Phenylephedrine;Mesaton;Mesatone;Metaoxedrin;Metaoxedrine;Metasympatol;Metasynephrine;Mezaton;Neo-Synephrine;Phenylephrine;R(-)-Mezaton;Visadron;l-m-Hydroxy-a-[(methylamino)methyl]benzylalcohol;m-Sympatol;m-Synephrine;
EINECS:	200-424-8
Density:	1.159 g/cm³
Melting Point:	171°C
Boiling Point:	341.1 °C at 760 mmHg
Flash Point:	163.4 °C
Hazard Symbols:	Xn
Risk Codes:	22-36/37/38
Safety:	26-36-45
PSA:	52.49000
LogP:	1.03590

Synthetic route

: 614-03-9
(S)-phenylephrine

: 59-42-7
Phenylephrin

Conditions

Conditions	Yield
Stage #1: (S)-phenylephrine With sulfuric acid; acetic anhydride at 105℃; for 12h; Walden inversion; Stage #2: With water at 95℃; for 3h; Walden inversion; optical yield given as %ee; enantioselective reaction;	99%
With sulfuric acid; acetic anhydride und Erhitzen des Reaktionsprodukts mit wss.Salzsaeure und anschliessend mit wss.Ammoniak;

: 1280541-42-5
(R)-phenylephrine-(R)-naproxen

: 59-42-7
Phenylephrin

Conditions

Conditions	Yield
Stage #1: (R)-phenylephrine-(R)-naproxen With hydrogenchloride In water; toluene at 75 - 80℃; for 0.5h; pH=< 2; Stage #2: With ammonium hydroxide In water at 1 - 15℃; pH=~ 9; Product distribution / selectivity;	90%

: α-methylamino-m-hydroxy-acetophenone sulfate

: 59-42-7
Phenylephrin

Conditions

Conditions	Yield
Stage #1: α-methylamino-m-hydroxy-acetophenone sulfate With hydrogen; (((R)-1-diphenylphosphino-2-[((S)-α-(N,N-dimethylamino)-o-diphenylphosphino-phenyl)methyl]ferrocene)-η5-2,4-dimethyl-pentadienyl)-ruthenium(II) iodide In methanol at 70℃; under 23272.3 Torr; for 48h; Stage #2: With ammonium hydroxide In water at 65℃; for 0.0833333h; pH=~ 4.8 - 9;	88.7%

: 1477-63-0
Phenylephrine

: 59-42-7
Phenylephrin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: Lg-tartaric acid 2: acetic acid anhydride; sulfuric acid / und Erhitzen des Reaktionsprodukts mit wss.Salzsaeure und anschliessend mit wss.Ammoniak View Scheme
Multi-step reaction with 2 steps 1.1: methanol / 2 h / 20 - 65 °C / Resolution of racemate 2.1: hydrogenchloride / toluene; water / 0.5 h / 75 - 80 °C / pH < 2 2.2: 1 - 15 °C / pH ~ 9 View Scheme

: 94240-17-2
3-Hydroxyphenyl-ω-methylaminoacetophenone hydrochloride

A: 614-03-9
(S)-phenylephrine

B: 59-42-7
Phenylephrin

Conditions

Conditions	Yield
With potassium hydroxide; hydrogen; [(R)-P-Phos RuCl2 (R)-DAIPEN] In water; isopropyl alcohol at 65℃; under 21002.1 Torr; for 1h; Product distribution / selectivity;	A n/a B n/a
With hydrogen; [(S)-Cl-MeO-Biphep RuCl2](dmf)n In methanol at 75℃; under 22502.3 Torr; for 18h; Product distribution / selectivity;	A n/a B n/a
With hydrogen; [RuCl-(S)-P-Phos(p-cymene)]Cl In methanol at 75℃; under 22502.3 Torr; for 18h; Product distribution / selectivity;	A n/a B n/a

: 94240-17-2
3-Hydroxyphenyl-ω-methylaminoacetophenone hydrochloride

: 59-42-7
Phenylephrin

Conditions

Conditions	Yield
With RuCl2[(S)-xylyl-2,2,6,6’-tetramethoxy-4,4’-bis(diphenylphosphino)-3,3-bipyridine][(R)-1,1-bis(4-methoxyphenyl)-3-methyl-1,2-butanediamine]; hydrogen; potassium hydroxide In water; isopropyl alcohol at 65℃; under 21752.2 - 24752.5 Torr; for 2.25h; Autoclave; optical yield given as %ee; enantioselective reaction;

: (R)-1-(3-methoxyphenyl)-2-nitroethanol

: 59-42-7
Phenylephrin

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: 5%-palladium/activated carbon; hydrogen / methanol / 20 °C / 760.05 Torr 2: dichloromethane / 0 °C 3: boron tribromide / dichloromethane / 24 h / 0 °C View Scheme

: 747358-03-8
C10H15NO2

: 59-42-7
Phenylephrin

Conditions

Conditions	Yield
With boron tribromide In dichloromethane at 0℃; for 24h;

: 591-31-1
3-methoxy-benzaldehyde

: 59-42-7
Phenylephrin

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: 2,6-dimethylpyridine; copper(II) choride dihydrate; C50H54N2O6 / ethanol; dichloromethane / 30 h / 20 °C 2: 5%-palladium/activated carbon; hydrogen / methanol / 20 °C / 760.05 Torr 3: dichloromethane / 0 °C 4: boron tribromide / dichloromethane / 24 h / 0 °C View Scheme

: (R)-2-N-tert-butoxycarbonyl-N-methylamino-1-(3-nitrophenyl)ethanol

: 59-42-7
Phenylephrin

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: copper acetylacetonate; sodium tetrahydroborate / isopropyl alcohol; ethanol / 17 h / 30 °C / Inert atmosphere 2: hydrogenchloride; sodium nitrite / water / 0 - 120 °C View Scheme

Raw Materials

1477-63-0

591-31-1

94240-17-2

614-03-9

Downstream Products

61-76-7

110193-49-2

Total:91 Page 1 of 3 1 2 3 Next>>

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Consensus Reports

Phenylephrine (59-42-7) is reported in EPA TSCA Inventory.

Specification

Phenylephrine with the CAS NO. 59-42-7 has the Synonyms of (-)-Phenylephrine;phenylephrine base; (-)-M-hydroxy-alpha-(methylaminomethyl)benzyl alcohol; (-)-M-hydroxy-alpha-(methylaminomethyl)benzylalcohol; (-)-M-oxedrine; (R)-3-hydroxy-alpha-[(methylamino)methyl]benzenemethanol hydrochloride; (R)-benzenemethano;(r)-phenylephrine. Phenylephrine is a selective α1-adrenergic receptor agonist used primarily as a decongestant, as an agent to dilate the pupil, and to increase blood pressure.

Physical properties about Phenylephrine are: (1)ACD/LogP: 0.117; (2)ACD/LogD (pH 5.5): -2.91; (3)ACD/LogD (pH 7.4): -1.78; (4)ACD/BCF (pH 5.5): 1.00; (5)ACD/BCF (pH 7.4): 1.00; (6)ACD/KOC (pH 5.5): 1.00; (7)ACD/KOC (pH 7.4): 1.00; (8)#H bond acceptors: 3; (9)#H bond donors: 3; (10)#Freely Rotating Bonds: 5; (11)Index of Refraction: 1.572; (12)Molar Refractivity: 47.449 cm³; (13)Molar Volume: 144.258 cm³; (14)Polarizability: 18.81 10-24cm³; (15)Surface Tension: 49.1800003051758 dyne/cm; (16)Density: 1.159 g/cm³; (17)Flash Point: 163.4 °C; (18)Enthalpy of Vaporization: 61.709 kJ/mol; (19)Boiling Point: 341.068 °C at 760 mmHg

Uses of Phenylephrine: Phenylephrine is used as a decongestant sold as an oral medicine, as a nasal spray, or as eye drops. Phenylephrine is now the most common over-the-counter (OTC) decongestant in the United States. Phenylephrine is sometimes used as a vasopressor to increase the blood pressure in unstable patients with hypotension. It is used as an eye drop to dilate the pupil in order to facilitate visualization of the retina. It is often used in combination with tropicamide. Narrow-angle glaucoma is a contraindication to phenylephrine use.

When you are using this chemical, please be cautious about it as the following:
1. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice;
2. Wear suitable protective clothing;
3. In case of accident or if you feel unwell, seek medical advice immediately (show label where possible);

You can still convert the following datas into molecular structure:
(1)InChI=1S/C9H13NO2/c1-10-6-9(12)7-3-2-4-8(11)5-7/h2-5,9-12H,6H2,1H3/t9-/m0/s1;
(2)InChIKey=SONNWYBIRXJNDC-VIFPVBQESA-N;
(3)Smilesc1([C@H](CNC)O)cc(ccc1)O;

The toxicity data is as follows:

Organism	Test Type	Route	Reported Dose (Normalized Dose)	Effect	Source
infant	TDLo	ocular	5500ug/kg (5.5mg/kg)	VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION	Anesthesiology. Vol. 36, Pg. 187, 1972.
mouse	LD50	intravenous	38mg/kg (38mg/kg)	BEHAVIORAL: CHANGES IN MOTOR ACTIVITY (SPECIFIC ASSAY) SKIN AND APPENDAGES (SKIN): HAIR: OTHER CARDIAC: PULSE RATE INCREASE WITHOUT FALL IN BP	Acta Pharmacologica et Toxicologica. Vol. 38, Pg. 474, 1976.
mouse	LD50	subcutaneous	875mg/kg (875mg/kg)		Farmakologiya i Toksikologiya Vol. 28, Pg. 46, 1965.
mouse	LDLo	intraperitoneal	60mg/kg (60mg/kg)	CARDIAC: OTHER CHANGES	Journal of Pharmacology and Experimental Therapeutics. Vol. 160, Pg. 22, 1968.
rat	LD50	intraduodenal	65mg/kg (65mg/kg)		Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat	LD50	oral	350mg/kg (350mg/kg)		Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969.
rat	LD50	subcutaneous	28mg/kg (28mg/kg)		Journal of Pharmacology and Experimental Therapeutics. Vol. 85, Pg. 119, 1945.
women	TDLo	ocular	188ug/kg (.188mg/kg)	VASCULAR: BP ELEVATION NOT CHARACTERIZED IN AUTONOMIC SECTION	Anesthesiology. Vol. 36, Pg. 187, 1972.