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94-07-5

Basic Information
CAS No.: 94-07-5
Name: Synephrine
Molecular Structure:
Molecular Structure of 94-07-5 (Synephrine)
Formula: C9H13NO2
Molecular Weight: 167.23
Synonyms: Benzylalcohol, p-hydroxy-a-[(methylamino)methyl]-(8CI);1-(4-Hydroxyphenyl)-2-(methylamino)ethanol;1-(4-Hydroxyphenyl)-N-methylethanolamine;1-Hydroxy-4-[(1-hydroxy-2-methylamino)ethyl]benzene;Analeptin;DL-Synephrine;Ethaphene;N-[2-Hydroxy-2-(4-hydroxyphenyl)ethyl]-N-methylamine;NSC 166285;NSC 170956;Oxedrine;S 38537-9;Simpalon;
EINECS: 202-300-9
Density: 1.159 g/cm3
Melting Point: 187 °C (dec.)(lit.)
Boiling Point: 341.1 °C at 760 mmHg
Flash Point: 163.4 °C
Solubility:
Appearance: off-white to beige powder
Hazard Symbols: IrritantXi
Risk Codes: 36/37/38
Safety: 26-36
Transport Information:
PSA: 52.49000
LogP: 1.03590
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Chemistry

IUPAC Name: 4-[1-Hydroxy-2-(methylamino)ethyl]phenol
Molecular Formula: C9H13NO2
Molecular Weight: 167.21 g/mol
Molecular structure of Synephrine (CAS NO.94-07-5):

EINECS: 202-300-9
Melting Point:  187 °C (dec.)(lit.)
Storage Temp.:  2-8 °C
Index of Refraction: 1.571 
Molar Refractivity: 47.44 cm3 
Molar Volume: 144.2 cm3 
Surface Tension: 49.1 dyne/cm 
Density: 1.159 g/cm3 
Flash Point: 163.4 °C 
Enthalpy of Vaporization: 61.71 kJ/mol 
Boiling Point: 341.1 °C at 760 mmHg 
Vapour Pressure: 3.18E-05 mmHg at 25 °C 
XLogP3: -0.6
H-Bond Donor: 3
H-Bond Acceptor: 3
Rotatable Bond Count: 3
Tautomer Count: 2
Exact Mass: 167.094629
MonoIsotopic Mass: 167.094629
Topological Polar Surface Area: 52.5
Heavy Atom Count: 12 
Canonical SMILES: CNCC(C1=CC=C(C=C1)O)O
InChI: InChI=1S/C9H13NO2/c1-10-6-9(12)7-2-4-8(11)5-3-7/h2-5,9-12H,6H2,1H3
InChIKey: YRCWQPVGYLYSOX-UHFFFAOYSA-N
Product Categories: All Inhibitors; Reduce Weight; Herbs & Natural Remedies; Natural Plant Extract; Inhibitors; Intermediates & Fine Chemicals; Pharmaceuticals

Uses

 Synephrine (CAS NO.94-07-5) is mainly used as a-adrenoceptor agonist and vasoconstrictor drug. It is also a drug commonly used for weight loss.

Toxicity Data With Reference

1.    

scu-rat LDLo:1500 mg/kg

    AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 101 (1955),81.
2.    

ipr-mus LD50:1000 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 89 (1947),297.
3.    

ivn-mus LD50:270 mg/kg

    JPETAB    Journal of Pharmacology and Experimental Therapeutics. 106 (1952),341.
4.    

ivn-rbt LDLo:150 mg/kg

    AIPTAK    Archives Internationales de Pharmacodynamie et de Therapie. 101 (1955),81.

Safety Profile

Hazard Codes: IrritantXi
Risk Statements: 36/37/38 
R36/37/38:Irritating to eyes, respiratory system and skin.
Safety Statements: 26-36 
S26: In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. 
S36:Wear suitable protective clothing.
WGK Germany: 3
RTECS: DO7350000
Poison by intravenous route. Moderately toxic by subcutaneous and intraperitoneal routes. Used as an adrenergic agent and vasopressor. When heated to decomposition it emits toxic fumes such as NOx.

Specification

 Synephrine (CAS NO.94-07-5) is also named as (-)-N-Methyloctopamine ; 1-(4-Hydroxyphenyl)-2-methylaminoethanol ; 1-(4-Hydroxyphenyl)-N-methylethanolamine ; 4-Hydroxy-alpha-((methylamino)methyl)benzenemethanol ; Analeptin ; DL-Synephrine ; Ethaphene ; Methylaminomethyl(4-hydroxyphenyl)carbinol ; NSC 166285 ; NSC 170956 ; Oxedrine ; Parakorper ; Parakorper [German] ; Parasympatol ; Pentedrin ; Pentedrin [German] ; S 38537-9 ; alpha-(4-Oxyphenyl)alpha-oxy-beta-methylaminoaethan ; alpha-(4-Oxyphenyl)alpha-oxy-beta-methylaminoaethan [German] ; beta-Methylamino-alpha-(4-hydroxyphenyl)ethyl alcohol ; p-Hydroxy-alpha-((methylamino)methyl)benzyl alcohol ; p-Hydroxyphenylmethylaminoethanol ; p-Methylaminoethanolphenol ; p-Oxedrine ; p-Synephrine ; ( -)-N-Methyloctopamine ; 1-(4-Hydroxyphenyl)-2-methylaminoethanol ; alpha-(4-Oxyphenyl)alpha-oxy-beta-methylaminoaethan ; alpha-(4-Oxyphenyl)alpha-oxy-beta-methylaminoaethan [German] ; beta-Methylamino-alpha-(4-hydroxyphenyl)ethyl alcohol ; p-Hydroxy-alpha-((methylamino)methyl)benzyl alcohol ; p-Hydroxyphenylmethylaminoethanol ; p-Methylaminoethanolphenol ; p-Oxedrine
p-Synephrine . Synephrine (CAS NO.94-07-5) is off-white to beige powder. It is soluble in water, insoluble in ether, almost insoluble in chloroform, ether.