(R)-(-)-Phenylephrine

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Names

[ CAS No. ]:
59-42-7

[ Name ]:
(R)-(-)-Phenylephrine

[Synonym ]:
Neophryn
Mydfrin
Mesatone
Mesaton
Phenylephrine
Nostril
EINECS 200-424-8
MFCD00044749
Mezaton
Adrianol
Isophrin
Prefrin
(R)-(-)-Phenylephrine

Chemical & Physical Properties

[ Density]:
1.159 g/cm3

[ Boiling Point ]:
341.1ºC at 760 mmHg

[ Melting Point ]:
171°C

[ Molecular Formula ]:
C9H13NO2

[ Molecular Weight ]:
167.20500

[ Flash Point ]:
163.4ºC

[ Exact Mass ]:
167.09500

[ PSA ]:
52.49000

[ LogP ]:
1.03590

[ Index of Refraction ]:
-55.5 ° (C=5, 1mol/L HCl)

MSDS

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DO7175000
CHEMICAL NAME :
Benzyl alcohol, m-hydroxy-alpha-((methylamino)methyl)-, (-)-
CAS REGISTRY NUMBER :
59-42-7
LAST UPDATED :
199706
DATA ITEMS CITED :
12
MOLECULAR FORMULA :
C9-H13-N-O2
MOLECULAR WEIGHT :
167.23
WISWESSER LINE NOTATION :
QR CYQ1M1 -L

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Ocular
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
188 ug/kg
TOXIC EFFECTS :
Vascular - BP elevation not characterized in autonomic section
REFERENCE :
ANESAV Anesthesiology. (Lippincott/Harper, Journal Fulfillment Dept., 2350 Virginia Ave., Hagerstown, MD 21740) V.1- 1940- Volume(issue)/page/year: 36,187,1972
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Ocular
SPECIES OBSERVED :
Human - infant
DOSE/DURATION :
5500 ug/kg
TOXIC EFFECTS :
Vascular - BP elevation not characterized in autonomic section
REFERENCE :
ANESAV Anesthesiology. (Lippincott/Harper, Journal Fulfillment Dept., 2350 Virginia Ave., Hagerstown, MD 21740) V.1- 1940- Volume(issue)/page/year: 36,187,1972
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
350 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: 180,155,1969
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
28 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: 85,119,1945
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraduodenal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
65 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: 180,155,1969
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
60 mg/kg
TOXIC EFFECTS :
Cardiac - other changes
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: 160,22,1968
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
875 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FATOAO Farmakologiya i Toksikologiya (Moscow). For English translation, see PHTXA6 and RPTOAN. (V/O Mezhdunarodnaya Kniga, 113095 Moscow, USSR) V.2- 1939- Volume(issue)/page/year: 28,46,1965
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
38 mg/kg
TOXIC EFFECTS :
Behavioral - changes in motor activity (specific assay) Cardiac - pulse rate increase, without fall in BP Skin and Appendages - hair
REFERENCE :
APTOA6 Acta Pharmacologica et Toxicologica. (Copenhagen, Denmark) V.1-59, 1945-86. For publisher information, see PHTOEH Volume(issue)/page/year: 38,474,1976 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
DOSE :
20 ug/kg
SEX/DURATION :
female 16 week(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - uterus, cervix, vagina
REFERENCE :
AJOGAH American Journal of Obstetrics and Gynecology. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63146) V.1- 1920- Volume(issue)/page/year: 143,170,1982
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intravenous
DOSE :
40 ug/kg
SEX/DURATION :
female 16 week(s) after conception
TOXIC EFFECTS :
Reproductive - Specific Developmental Abnormalities - blood and lymphatic systems (including spleen and marrow)
REFERENCE :
AJOGAH American Journal of Obstetrics and Gynecology. (C.V. Mosby Co., 11830 Westline Industrial Dr., St. Louis, MO 63146) V.1- 1920- Volume(issue)/page/year: 143,170,1982 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 80598 No. of Facilities: 97 (estimated) No. of Industries: 2 No. of Occupations: 3 No. of Employees: 183 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 80598 No. of Facilities: 147 (estimated) No. of Industries: 1 No. of Occupations: 5 No. of Employees: 6641 (estimated) No. of Female Employees: 5606 (estimated)

Safety Information

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
S26-S36-S45

[ RTECS ]:
DO7175000

Synthetic Route

Precursor & DownStream

Precursor

  • Phenylephrone Hydrochloride
  • (+)-Phenylephrine
  • 9-Brom-10-azido-9.10-dihydrophenanthren
  • m-Anisaldehyde
  • (±)-3-hydroxy-alpha-[(methylamino)methyl]benzyl alcohol

DownStream

  • (R)-5-(3-Hydroxyphenyl)-3-methyl-2-oxazolidinone
  • Phenylephrine hydrochloride

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Related Compounds

  • (R)-(-)-phenylephrine hydrochloride
  • (R)-(-)-Phenylephrine (hydrochloride)
  • (R)-phenylephrine-(R)-naproxen
  • tert-butyl [(2R)-2-hydroxy-2-(3-hydroxyphenyl)ethyl](methyl)carbamate
  • (R)-O,O-BIS(TERT-BUTYLDIMETHLSILYL)PHENYLEPHRINE
  • (R)-tert-butyl 6-hydroxy-1,4-oxazepane-4-carboxylate