D-(-)-Synephrine

Modify Date: 2024-01-02 19:36:41

D-(-)-Synephrine Structure
D-(-)-Synephrine structure
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 Chinese USA Flash Point 163.4±14.3 °C
Symbol GHS07
GHS07
Signal Word Warning

 Use of D-(-)-Synephrine


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].

 Names

Name synephrine
Synonym More Synonyms

 D-(-)-Synephrine Biological Activity

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
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
Storage condition 2-8°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
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
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