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61-76-7

61-76-7 structure
61-76-7 structure
Name phenylephrine hydrochloride
Synonyms (R)-Phenylhrine hydrochloride
(-)-3-[1(R)-Hydroxy-2-(methylamino)ethyl]phenol hydrochloride
(R)-3-Hydroxy-a-[(methylamino)methyl]benzenemethanol Hydrochloride
synasal
phenylephrine HCl
3-[(1R)-1-hydroxy-2-(méthylamino)éthyl]phénol chlorhydrate
Phenylhrine-d3 hydrochloride
l-1-(m-Hydroxyphenyl)-2-methylaminoethanol Hydrochloride
N-(2,2-dichloro-1-cyano-vinyl)-4-Methyl-benzaMide
isophrinhydrochloride
PhenylhringHydrochloride
meta-synhrinehydrochloride
idrianol
L-A-HYDROXY-B-METHYLAMINO-3-HYDROXY-1-ETHYLBENZENE HYDROCHLORIDE
1-m-hydroxy-alpha-(methylaminomethyl)benzylalcoholhydrochloride
Levophenylhrine Hydrochloride
AK-Dilate
rhinall
R(-)-Phenylhrine hydrochloride solution
Phenylhrine Impurity 7
m-Sympatol
neosynhrinehydrochloride
L-1-(M-HYDROXYPHENYL)-2-METHYLAMINOETHANOL HYDROCHLORIDE
histabid
lexatol
3-hydroxy-alpha-((methylamino)methyl)-,hydrochloride,(-)-benzenemethano
metroxedrine
Phenylhrine Hydrochloride
M-METHYLAMINOETHANOLPHENOL HYDROCHLORIDE
(αR)-3-hydroxy-α-[(methylamino)methyl]-benzenemethanol, hydrochloride (1:1)
PHENYLHRINE HCL
Isophrin
L-M-HYDROXY-A-[(METHYLAMINO)METHYL]BENZYL ALCOHOL HYDROCHLORIDE
phenistan
consdrin
(R)-(-)-Phenylephrine (hydrochloride)
almefrin
neooxedrinechloride
BenzeneMethanol, 3-hydroxy-α-[(MethylaMino)Methyl]-,hydrochloride (1:1)
(-)-3-HYDROXY-ALPHA-(METHYLAMINOMETHYL)BENZYL ALCOHOL HYDROCHLORIDE
3-[(1R)-1-Hydroxy-2-(methylamino)ethyl]phenol hydrochloride (1:1)
neosympatol
Phenylhrine hydroc
(R)-3-(1-hydroxy-2-(MethylaMino)ethyl)phenol hydrochloride
oftalfrine
L-PHENYLHRINE HCL
emagrin
benzenemethanol,3-hydroxy-alpha-[(methylamino)methyl]-,hydrochloride,(thet
fenilfar
Benzenemethanol, 3-hydroxy-α-[(methylamino)methyl]-, (αR)-, hydrochloride (1:1)
emain
3-(1-hydroxy-2-(MethylaMino)ethyl)phenol HCl
(-)-M-Hydroxy-α-[(MethylaMino)Methyl]benzyl Alcohol Hydrochloride
benzenemethanol, 3-hydroxy-α-[(methylamino)methyl]-, (αR)-, hydrochloride
l-a-Hydroxy-b-methylamino-3-hydroxy-1-ethylbenzene Hydrochloride
consdrinhydrochloride
AK-Nefrin
fenilf
nci-c55641
Metaoxedrin
Pyracort D
(-)-alpha-hydroxy-beta-(methylamino)ethyl-alpha-(3-hydroxybenzene)hydrochlor
isophrinehydrochloride
L(-)-PHENYLHRINE HCL
neo-synesin1
efricel
d-(-)-phenylhrinehydrochloride
Mezaton
uri
(αR)-3-Hydroxy-α-[(MethylaMino)Methyl]benzeneMethanol Hydrochloride
L(-)-Phenylhrine hydrochloride, R
L(-)-PHENYLHRINE HYDROCHLORIDE
fenox
EINECS 200-517-3
L-PHENYLHRINE HYDROCHLORIDE
MFCD00012605
op-isophrin
1-m-Hydroxy-a-[(methylamino)methyl]benzyl Alcohol Hydrochloride
PHENYLHRINE HCL BP ((R)-3-HYDROXY-ALPHA-(METHYLAMINO) METHYL] BENZENEMETHANOLHYDROCHL ORIDE)
L-(3-HYDROXYPHENYL)-N-METHYLETHANOLAMINEHYDROCHLORIDE
3-[(1R)-1-Hydroxy-2-(methylamino)ethyl]benzololhydrochlorid
Description (R)-(-)-Phenylephrine hydrochloride is a selective α1-adrenoceptor agonist with pKis of 5.86, 4.87 and 4.70 for α1D, α1B and α1A receptors respectively.
Related Catalog
Target

pKi: 5.86 (α1D), 5.86 (α1B), 5.86 (α1A)[1]

In Vitro (R)-(-)-Phenylephrine is a selective α1-adrenoceptor agonist with pKi values of 5.86, 4.87 and 4.70 for α1D, α1B and α1A receptors respectively[1][2]. Phenylephrine promotes cardiac fibroblast proliferation. Phenylephrine activates CaN and evokes NFAT3 nuclear translocation. It suggests that the Ca(2+)/CaN/NFAT pathway mediates phenylephrine -induced cardiac fibroblast proliferation, and this pathway might be a possible therapeutic target in cardiac fibrosis[3].
In Vivo Perfusion of hearts with 100 μM phenylephrine causes a rapid (maximal at 10 min) 12-fold activation of two p38-MAPK isoforms. α1-adrenoceptor agonists such as phenylephrine increase the contractility of the heart. Phenylephrine also activates SAPKs/JNKs in neonatal ventricular myocytes[4]. Phenylephrine could increase the alveolar fluid clearance in high tidal volume-ventilated rats and accelerate the absorption of pulmonary edema[5].
Animal Admin Rat: A total of 170 male Wistar rats are randomLy allocated into 17 groups (n=10) using random number tables. Short-term (40 minutes) mechanical ventilation with high tidal volume is performed to induce lung injury, impair active Na+ transport and lung liquid clearance in the rats. Unventilated rats serves as controls. To demonstrate the effect of phenylephrine on alveolar fluid clearance, phenylephrine at different concentrations (10, 1, 0.1, 0.01, and 0.001 μM) is injected into the alveolar space of the HVT ventilated rats[5].
References

[1]. Ford AP, et al. Pharmacological pleiotropism of the human recombinant alpha1A-adrenoceptor: implications foralpha1-adrenoceptor classification. Br J Pharmacol. 1997 Jul;121(6):1127-35.

[2]. Minneman KP, et al. Selectivity of agonists for cloned alpha 1-adrenergic receptor subtypes. Mol Pharmacol. 1994 Nov;46(5):929-36.

[3]. Wang J, et al. Phenylephrine promotes cardiac fibroblast proliferation through calcineurin-NFAT pathway. Front Biosci (Landmark Ed). 2016 Jan 1;21:502-13.

[4]. Lazou A, et al. Activation of mitogen-activated protein kinases (p38-MAPKs, SAPKs/JNKs and ERKs) by the G-protein-coupled receptor agonist phenylephrine in the perfused rat heart. Biochem J. 1998 Jun 1;332 ( Pt 2):459-65.

[5]. Li NJ, et al. Effect of phenylephrine on alveolar fluid clearance in ventilator-induced lung injury. Chin Med Sci J. 2013 Mar;28(1):1-6.
Boiling Point 341.1ºC at 760 mmHg
Melting Point 143-145 °C(lit.)
Molecular Formula C9H14ClNO2
Molecular Weight 203.666
Flash Point 163.4ºC
Exact Mass 203.071304
PSA 52.49000
LogP 1.83790
Index of Refraction -45.5 ° (C=1, H2O)
Water Solubility >=10 g/100 mL at 21 ºC

CHEMICAL IDENTIFICATION

RTECS NUMBER :
DO7525000
CHEMICAL NAME :
Benzyl alcohol, m-hydroxy-alpha-((methylamino)methyl)-, hydrochloride, (-)-
CAS REGISTRY NUMBER :
61-76-7
LAST UPDATED :
199706
DATA ITEMS CITED :
23
MOLECULAR FORMULA :
C9-H13-N-O2.Cl-H
MOLECULAR WEIGHT :
203.69
WISWESSER LINE NOTATION :
QR CYQ1M1 &GH -L

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Ocular
SPECIES OBSERVED :
Human - man
DOSE/DURATION :
120 mg/kg
TOXIC EFFECTS :
Brain and Coverings - changes in circulation (hemorrhage, thrombosis, etc.) Behavioral - muscle weakness
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
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
17 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
27 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
440 ug/kg
TOXIC EFFECTS :
Behavioral - somnolence (general depressed activity) Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
120 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
89 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
22 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
1120 ug/kg
TOXIC EFFECTS :
Behavioral - convulsions or effect on seizure threshold Lungs, Thorax, or Respiration - dyspnea Lungs, Thorax, or Respiration - other changes
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Mammal - dog
DOSE/DURATION :
16 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
22 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
500 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intramuscular
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
7200 ug/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
84 gm/kg/12W-I
TOXIC EFFECTS :
Sense Organs and Special Senses (Eye) - miosis (pupillary constriction) Cardiac - changes in heart weight Endocrine - changes in adrenal weight
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
202 gm/kg/12W-I
TOXIC EFFECTS :
Cardiac - changes in heart weight Endocrine - changes in adrenal weight Related to Chronic Data - death
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Subcutaneous
DOSE :
15 mg/kg
SEX/DURATION :
female 22-31 day(s) after conception
TOXIC EFFECTS :
Reproductive - Maternal Effects - parturition Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

MUTATION DATA

TYPE OF TEST :
Sister chromatid exchange
TEST SYSTEM :
Rodent - hamster Ovary
DOSE/DURATION :
1500 mg/L
REFERENCE :
NTPTR* National Toxicology Program Technical Report Series. (Research Triangle Park, NC 27709) No.206- Volume(issue)/page/year: NTP-TR-322,1987 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M0845 No. of Facilities: 169 (estimated) No. of Industries: 1 No. of Occupations: 6 No. of Employees: 4376 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M0845 No. of Facilities: 360 (estimated) No. of Industries: 1 No. of Occupations: 6 No. of Employees: 14244 (estimated) No. of Female Employees: 10911 (estimated)
Symbol GHS07
GHS07
Signal Word Warning
Hazard Statements H302-H315-H319-H335
Precautionary Statements P261-P305 + P351 + P338
Personal Protective Equipment dust mask type N95 (US);Eyeshields;Faceshields;Gloves
Hazard Codes Xn:Harmful
Risk Phrases R22;R36/37/38
Safety Phrases S26-S36-S37/39
RIDADR 3249
WGK Germany 3
RTECS DO7525000
Packaging Group III
Hazard Class 6.1(b)
HS Code 2937229000
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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