CAS 94-07-5|D-(-)-Synephrine

Introduction:Basic information about CAS 94-07-5|D-(-)-Synephrine, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameD-(-)-Synephrine
CAS Number94-07-5Molecular Weight167.205
Density1.2±0.1 g/cm3Boiling Point341.1±27.0 °C at 760 mmHg
Molecular FormulaC9H13NO2Melting Point187 °C (dec.)(lit.)
MSDSChineseUSAFlash Point163.4±14.3 °C
Symbol
GHS07
Signal WordWarning

Names

Namesynephrine
SynonymMore Synonyms

D-(-)-Synephrine BiologicalActivity

DescriptionSynephrine (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 CatalogResearch Areas >>Endocrinology
Target

α-adrenergic and β-adrenergic[1]

In VivoSynephrine (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

Density1.2±0.1 g/cm3
Boiling Point341.1±27.0 °C at 760 mmHg
Melting Point187 °C (dec.)(lit.)
Molecular FormulaC9H13NO2
Molecular Weight167.205
Flash Point163.4±14.3 °C
Exact Mass167.094635
PSA52.49000
LogP-0.03
Vapour Pressure0.0±0.8 mmHg at 25°C
Index of Refraction1.572
InChIKeyYRCWQPVGYLYSOX-UHFFFAOYSA-N
SMILESCNCC(O)c1ccc(O)cc1
Storage condition2-8°C

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DO7350000
CHEMICAL NAME :
Benzyl alcohol, p-hydroxy-alpha-((methylamino)methyl)-
CAS REGISTRY NUMBER :
94-07-5
LAST UPDATED :
199601
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C9-H13-N-O2
MOLECULAR WEIGHT :
167.23
WISWESSER LINE NOTATION :
QR DYQ1M1

HEALTH HAZARD DATA

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 WordWarning
Hazard StatementsH315-H319-H335
Precautionary StatementsP261-P305 + P351 + P338
Personal Protective Equipmentdust mask type N95 (US);Eyeshields;Gloves
Hazard CodesXi:Irritant;
Risk PhrasesR36/37/38
Safety PhrasesS26-S36
RIDADRNONH for all modes of transport
WGK Germany3
RTECSDO7350000
HS Code2922199090

Customs

HS Code2922509090
Summary2922509090. 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
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