- Phenylephrine
- Phenylephrine hydrochloride
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Cas Database |
| Name |
Phenylephrine hydrochloride |
EINECS | 200-517-3 |
| CAS No. | 61-76-7 | Density | N/A |
| PSA | 52.49000 | LogP | 1.83790 |
| Solubility | >=10 g/100 mL at 21 ºC | Melting Point |
143-145 °C(lit.) |
| Formula | C9H14ClNO2 | Boiling Point | 341.1 °C at 760 mmHg |
| Molecular Weight | 203.669 | Flash Point | 163.4 °C |
| Transport Information | UN 3249 | Appearance | white to almost white crystalline powder |
| Safety | 26-36-37/39 | Risk Codes | 22-36/37/38 |
| Molecular Structure |
|
Hazard Symbols |
 Xn
|
| Synonyms |
L(-)-Phenylephrine hydrochloride;(R)-(-)-1-(3-Hydroxyphenyl)-2-methylaminoethanol hydrochloride;3-Hydroxy-alpha-(methylaminomethyl)benzyl alcohol; |
Article Data | 13 |
Phenylephrine hydrochloride Synthetic route
- 74-89-5
methylamine
- 603983-68-2
3-((R)-1-Hydroxy-2-iodo-ethyl)-phenol
- 61-76-7
phenylephrine hydrochloride
| Conditions | Yield |
|---|---|
| Stage #1: methylamine; 3-((R)-1-Hydroxy-2-iodo-ethyl)-phenol In tetrahydrofuran; water at 20℃; for 3h; Stage #2: With hydrogenchloride at 20℃; | 90% |
- 61-76-7
phenylephrine hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogenchloride In methanol for 1h; Reflux; | 90% |
- 94240-17-2
3-Hydroxyphenyl-ω-methylaminoacetophenone hydrochloride
- 61-76-7
phenylephrine hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogen; [Rh(cod)(R-Binapine)]BF4 In methanol at 65℃; under 21752.2 - 24752.5 Torr; for 18.25h; Product distribution / selectivity; | 85% |
| Conditions | Yield |
|---|---|
| With hydrogenchloride In isopropyl alcohol at 55 - 65℃; for 0.5h; Product distribution / selectivity; | 84.5% |
| With hydrogenchloride In water; isopropyl alcohol pH=7 - 8; enantioselective reaction; | 3.35 g |
| Conditions | Yield |
|---|---|
| Stage #1: (1R)-2-bromo-1-(3-hydroxylphenyl)ethanol; methylamine In methanol for 6h; Inert atmosphere; Stage #2: With hydrogenchloride In methanol for 0.5h; Inert atmosphere; | 74.8% |
- 122709-71-1
(R)-2-(Benzyl-methyl-amino)-1-(3-benzyloxy-phenyl)-ethanol; hydrochloride
- 61-76-7
phenylephrine hydrochloride
| Conditions | Yield |
|---|---|
| With hydrogen; palladium on activated charcoal at 3℃; under 7600 Torr; for 3h; Yield given; | |
| With hydrogen; palladium on activated charcoal In ethanol at 50℃; under 7600 Torr; for 3h; Yield given; |
- 96013-95-5
3-(tert-butyl-dimethyl-sylanyloxy)benzaldehyde
- 61-76-7
phenylephrine hydrochloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 6 steps 1.1: 90 percent / tetrahydrofuran / 6 h / 20 °C 2.1: 97 percent / (DHQD)2PHAL; K3Fe(CH)6; K2CO3 / OsO4 / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C 3.1: 98 percent / dibutyltin oxide; NEt3 / CH2Cl2 / 0.75 h / 20 °C 4.1: 90 percent / AcOH / H2O; tetrahydrofuran / 10 h / 60 °C 5.1: 98 percent / NaI / acetone / 6 h / Heating 6.1: H2O; tetrahydrofuran / 3 h / 20 °C 6.2: 90 percent / methanolic HCl / 20 °C View Scheme |
| Conditions | Yield |
|---|---|
| Multi-step reaction with 7 steps 1.1: 90 percent / imidazole / CH2Cl2 / 5 h / 0 - 20 °C 2.1: 90 percent / tetrahydrofuran / 6 h / 20 °C 3.1: 97 percent / (DHQD)2PHAL; K3Fe(CH)6; K2CO3 / OsO4 / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C 4.1: 98 percent / dibutyltin oxide; NEt3 / CH2Cl2 / 0.75 h / 20 °C 5.1: 90 percent / AcOH / H2O; tetrahydrofuran / 10 h / 60 °C 6.1: 98 percent / NaI / acetone / 6 h / Heating 7.1: H2O; tetrahydrofuran / 3 h / 20 °C 7.2: 90 percent / methanolic HCl / 20 °C View Scheme | |
| Multi-step reaction with 5 steps 1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 °C 2.1: sodium hydride / dimethyl sulfoxide; mineral oil / 0.25 h / 0 °C 2.2: 0.5 h / 20 °C 3.1: (R,R)-Jacobsen catalyst / water / 61 h / 0 - 20 °C / Resolution of racemate 4.1: methanol / 2 h / 20 °C 5.1: hydrogenchloride / methanol / 1 h / Reflux View Scheme |
- 149274-04-4
tert-butyldimethyl-(3-vinylphenoxy)silane
- 61-76-7
phenylephrine hydrochloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 5 steps 1.1: 97 percent / (DHQD)2PHAL; K3Fe(CH)6; K2CO3 / OsO4 / 2-methyl-propan-2-ol; H2O / 24 h / 0 °C 2.1: 98 percent / dibutyltin oxide; NEt3 / CH2Cl2 / 0.75 h / 20 °C 3.1: 90 percent / AcOH / H2O; tetrahydrofuran / 10 h / 60 °C 4.1: 98 percent / NaI / acetone / 6 h / Heating 5.1: H2O; tetrahydrofuran / 3 h / 20 °C 5.2: 90 percent / methanolic HCl / 20 °C View Scheme |
- 603983-65-9
1-[3-(tert-butyl-dimethyl-silanyloxy)-phenyl]-ethane-1,2-diol
- 61-76-7
phenylephrine hydrochloride
| Conditions | Yield |
|---|---|
| Multi-step reaction with 4 steps 1.1: 98 percent / dibutyltin oxide; NEt3 / CH2Cl2 / 0.75 h / 20 °C 2.1: 90 percent / AcOH / H2O; tetrahydrofuran / 10 h / 60 °C 3.1: 98 percent / NaI / acetone / 6 h / Heating 4.1: H2O; tetrahydrofuran / 3 h / 20 °C 4.2: 90 percent / methanolic HCl / 20 °C View Scheme |
Phenylephrine hydrochloride Consensus Reports
Phenylephrine hydrochloride Specification
This chemical is called Phenylephrine hydrochloride, and its systematic name is Benzenemethanol, 3-hydroxy-alpha-((methylamino)methyl)-, hydrochloride (1:1), (alphaR)-. With the CAS registry number of 61-76-7, its classification codes are Adrenergic [ophthalmic]; Diagnostic aid [radiopaque medium, cholecystographic]; Drug / Therapeutic Agent; Human Data; Mutation data; Reproductive Effect; Tumor data. Additionally, this chemical is soluble in water and ethanol, insoluble in chloroform and ethyl ether.
Other characteristics of the Phenylephrine hydrochloride can be summarised as followings: (1)ACD/LogP: -0.03; (2)# of Rule of 5 Violations: 0; (3)ACD/LogD (pH 5.5): -3.05; (4)ACD/LogD (pH 7.4): -1.92; (5)ACD/BCF (pH 5.5): 1; (6)ACD/BCF (pH 7.4): 1; (7)ACD/KOC (pH 5.5): 1; (8)ACD/KOC (pH 7.4): 1; (9)#H bond acceptors: 3; (10)#H bond donors: 3; (11)#Freely Rotating Bonds: 5; (12)Polar Surface Area: 18.46 Å2; (13)Flash Point: 163.4 °C; (14)Enthalpy of Vaporization: 61.71 kJ/mol; (15)Boiling Point: 341.1 °C at 760 mmHg; (16)Vapour Pressure: 3.18E-05 mmHg at 25°C.
Uses of this chemical: The Phenylephrine hydrochloride is an alpha-adrenergic agonist served as a mydriatic, nasal decongestant, and cardiotonic agent. It's used as drenergic drugs, having contraction effect on blood vessels of local body. It's also used for swelling and inflammation of nasal congestion, Extending anesthesia time.
When you are using this chemical, please be cautious about it as the following: This chemical is irritating to eyes, respiratory system and skin. You should wear suitable protective clothing if you use it. In case of contacting with eyes, rinse immediately with plenty of water and seek medical advice.
You can still convert the following datas into molecular structure:
1.SMILES: [Cl-].O[C@H](c1cc(O)ccc1)C[NH2+]C
2.InChI: InChI=1/C9H13NO2.ClH/c1-10-6-9(12)7-3-2-4-8(11)5-7;/h2-5,9-12H,6H2,1H3;1H/t9-;/m0./s1
3.InChIKey:OCYSGIYOVXAGKQ-FVGYRXGTBL
The toxicity data is as follows:
| Organism | Test Type | Route | Reported Dose (Normalized Dose) | Effect | Source |
|---|---|---|---|---|---|
| dog | LDLo | intraperitoneal | 16mg/kg (16mg/kg) | International Journal of Neuropharmacology. Vol. 4, Pg. 219, 1965. | |
| man | TDLo | ocular | 120mg/kg (120mg/kg) | BRAIN AND COVERINGS: "CHANGES IN CIRCULATION (HEMORRHAGE, THROMBOSIS, ETC.)" BEHAVIORAL: MUSCLE WEAKNESS | Southern Medical Journal. Vol. 86, Pg. 1064, 1993. |
| mouse | LD50 | intraperitoneal | 89mg/kg (89mg/kg) | Toxicology and Applied Pharmacology. Vol. 28, Pg. 227, 1974. | |
| mouse | LD50 | intravenous | 1120ug/kg (1.12mg/kg) | BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES LUNGS, THORAX, OR RESPIRATION: DYSPNEA | European Journal of Pharmacology. Vol. 9, Pg. 289, 1970. |
| mouse | LD50 | oral | 120mg/kg (120mg/kg) | International Journal of Neuropharmacology. Vol. 4, Pg. 219, 1965. | |
| mouse | LD50 | subcutaneous | 22mg/kg (22mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946. | |
| rabbit | LD50 | intramuscular | 7200ug/kg (7.2mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946. | |
| rabbit | LD50 | intravenous | 500ug/kg (0.5mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946. | |
| rabbit | LD50 | subcutaneous | 22mg/kg (22mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946. | |
| rat | LD50 | intraperitoneal | 17mg/kg (17mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946. | |
| rat | LD50 | intravenous | 440ug/kg (0.44mg/kg) | BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) LUNGS, THORAX, OR RESPIRATION: DYSPNEA BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD | Journal of Pharmacology and Experimental Therapeutics. Vol. 113, Pg. 341, 1955. |
| rat | LD50 | oral | 350mg/kg (350mg/kg) | Archives Internationales de Pharmacodynamie et de Therapie. Vol. 180, Pg. 155, 1969. | |
| rat | LD50 | subcutaneous | 27mg/kg (27mg/kg) | Journal of Pharmacology and Experimental Therapeutics. Vol. 86, Pg. 284, 1946. |
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