CAS 94-07-5|D-(-)-Synephrine
| Common Name | D-(-)-Synephrine | ||
|---|---|---|---|
| CAS Number | 94-07-5 | Molecular Weight | 167.205 |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 341.1±27.0 °C at 760 mmHg |
| Molecular Formula | C9H13NO2 | Melting Point | 187 °C (dec.)(lit.) |
| MSDS | ChineseUSA | Flash Point | 163.4±14.3 °C |
| Symbol | GHS07 | Signal Word | Warning |
Names
| Name | synephrine |
|---|---|
| Synonym | More Synonyms |
D-(-)-Synephrine BiologicalActivity
| Description | Synephrine (Oxedrine) is an α-adrenergic and β-adrenergic agonist derived from the Citrus aurantium, it has sympathomimetic and structural similarities to ephedra and ephedrine alkaloids[1][2]. |
|---|---|
| Related Catalog | Research Areas >>Endocrinology |
| Target | α-adrenergic and β-adrenergic[1] |
| In Vivo | Synephrine (1 mg/kg; oral gavage; for 8 days; PVL and BDL rats) significantly ameliorates the hyperdynamic state in both PVL and BDL rats. The portal venous pressure in PVL and BDL rats, portal tributary blood flow and cardiac index are significantly reduced, while mean arterial pressure and systemic as well as portal territory vascular resistance are enhanced by treatment of Synephrine[2]. Animal Model: Portal vein ligation (PVL) or bile duct ligation (BDL) rats[2] Dosage: 1 mg/kg per 12 hours Administration: Oral gavage; for 8 days Result: The portal venous pressure in PVL and BDL rats, portal tributary blood flow and cardiac index were significantly reduced, while mean arterial pressure and systemic as well as portal territory vascular resistance were enhanced. |
| References | [1]. Thomas JE, et al. STEMI in a 24-year-old man after use of a synephrine-containing dietary supplement: a case report and review of the literature. Tex Heart Inst J. 2009;36(6):586-90. [2]. Huang YT, et al. Hemodynamic effects of synephrine treatment in portal hypertensive rats. Jpn J Pharmacol. 2001 Feb;85(2):183-8. |
Chemical & Physical Properties
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 341.1±27.0 °C at 760 mmHg |
| Melting Point | 187 °C (dec.)(lit.) |
| Molecular Formula | C9H13NO2 |
| Molecular Weight | 167.205 |
| Flash Point | 163.4±14.3 °C |
| Exact Mass | 167.094635 |
| PSA | 52.49000 |
| LogP | -0.03 |
| Vapour Pressure | 0.0±0.8 mmHg at 25°C |
| Index of Refraction | 1.572 |
| InChIKey | YRCWQPVGYLYSOX-UHFFFAOYSA-N |
| SMILES | CNCC(O)c1ccc(O)cc1 |
| Storage condition | 2-8°C |
Toxicological Information
CHEMICAL IDENTIFICATION |
ACUTE TOXICITY DATA - TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - rat
- DOSE/DURATION :
- 1500 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 101,81,1955
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intraperitoneal
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1 gm/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 89,297,1947
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Subcutaneous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 1500 mg/kg
- TOXIC EFFECTS :
- Sense Organs and Special Senses (Eye) - effect, not otherwise specified Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - respiratory stimulation
- REFERENCE :
- AEPPAE Naunyn-Schmiedeberg's Archiv fuer Experimentelle Pathologie und Pharmakologie. (Berlin, Ger.) V.110-253, 1925-66. For publisher information, see NSAPCC. Volume(issue)/page/year: 136,172,1928
- TYPE OF TEST :
- LD50 - Lethal dose, 50 percent kill
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - mouse
- DOSE/DURATION :
- 270 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- JPETAB Journal of Pharmacology and Experimental Therapeutics. (Williams & Wilkins Co., 428 E. Preston St., Baltimore, MD 21202) V.1- 1909/10- Volume(issue)/page/year: 106,341,1952
- TYPE OF TEST :
- LDLo - Lowest published lethal dose
- ROUTE OF EXPOSURE :
- Intravenous
- SPECIES OBSERVED :
- Rodent - rabbit
- DOSE/DURATION :
- 150 mg/kg
- TOXIC EFFECTS :
- Details of toxic effects not reported other than lethal dose value
- REFERENCE :
- AIPTAK Archives Internationales de Pharmacodynamie et de Therapie. (Heymans Institute of Pharmacology, De Pintelaan 185, B-9000 Ghent, Belgium) V.4- 1898- Volume(issue)/page/year: 101,81,1955
Safety Information
| Symbol | GHS07 |
|---|---|
| Signal Word | Warning |
| Hazard Statements | H315-H319-H335 |
| Precautionary Statements | P261-P305 + P351 + P338 |
| Personal Protective Equipment | dust mask type N95 (US);Eyeshields;Gloves |
| Hazard Codes | Xi:Irritant; |
| Risk Phrases | R36/37/38 |
| Safety Phrases | S26-S36 |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | DO7350000 |
| HS Code | 2922199090 |
Customs
| HS Code | 2922509090 |
|---|---|
| Summary | 2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0% |
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Synonyms
| synefrin |
| simpatol |
| EINECS 202-300-9 |
| 4-[(1R)-1-Hydroxy-2-(methylamino)ethyl]phenol |
| (-)-Oxedrine |
| oxedrine |
| (-)-Sympatol |
| (R)-4-(1-hydroxy-2-(methylamino)ethyl)phenol |
| 1-(4-Hydroxyphenyl)-2-methylaminoethanol |
| synephrin |
| ethaphene |
| analeptin |
| simpalon |
| (-)-Synephrine |
| Benzenemethanol, 4-hydroxy-α-[(methylamino)methyl]-, (αR)- |
| Synephrine |
| MFCD00002370 |
| D-synephrine |
| (-)-4-hydroxy-α-[(methylamino)methyl]benzenemethanol |
| sympathol |
| pentedrin |
| (-)-p-hydroxy-α-[(methylamino)methyl]benzyl alcohol |
