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China
Product Name: Norfenefrine
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Purity: 98.0%
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Contact: Tony Cao

536-21-0

536-21-0 structure

536-21-0 structure

Name: norfenefrine
Chemical Name: 3-(2-Amino-1-hydroxyethyl)phenol
CAS Number: 536-21-0
Molecular Formula: C₈H₁₁NO₂
Molecular Weight: 153.178
Catalog: Signaling Pathways GPCR/G Protein Adrenergic Receptor
Create Date: 2018-07-13 15:32:12
Modify Date: 2024-01-16 18:49:23
Norfenefrine is an orally active, endogenously found α-adrenergic agonist and can be used for the research of female stress incontinence[1][2].

Name	3-(2-Amino-1-hydroxyethyl)phenol
Synonyms	7,8-Dihydro-14-hydroxynormorphinone noroxymorphone Esbuphon 3-(2-Amino-1-hydroxyethyl)phenol 1-(m-hydroxyphenyl)-2-aminoethanol norfenefrine 4-Hydroxydihydronormorphinone a-(Aminomethyl)-3-hydroxybenzene Methanol 14-Hydroxydihydronormorphinone 3-[(1RS)-2-amino-1-hydroxyethyl]phenol DL-[2-hydroxy-2-(3-hydroxyphenyl)ethyl]amine Zondel (5\|A)-4,5-Epoxy-3,14-dihydroxy-morphinan-6-one Benzenemethanol, α-(aminomethyl)-3-hydroxy- norphenylephrine Stagural a-(Aminomethyl)-m-hydroxybenzyl Alcohol Novadral (5alpha)-4,5-Epoxy-3,14-dihydroxymorphinan-6-one 1-(3'-hydroxy-phenyl)-2-amino-ethanol DL-m-Octopamine N-noroxymorphone Norphenephrine

Description	Norfenefrine is an orally active, endogenously found α-adrenergic agonist and can be used for the research of female stress incontinence[1][2].
Related Catalog	Research Areas >> Endocrinology Signaling Pathways >> GPCR/G Protein >> Adrenergic Receptor
Target	Adrenergic Receptor[2]
In Vivo	Norfenefrine (1.25-5.00 mg/kg; s.c.; once) stimulates respiratory tract mucus secretion in mice[1]. Animal Model: Male NMRI mice[1] Dosage: 1.25, 2.50, and 5.00 mg/kg Administration: Subcutaneous injection, once Result: Stimulated intratracheal phenol red secretion.
References	[1]. Engler H, et al. Tracheal phenol red secretion, a new method for screening mucosecretolytic compounds. J Pharmacol Methods. 1984 Jun;11(3):151-7. [2]. Jørgensen L, et al. Acute effect of norfenefrine on the urethral pressure profile in females with genuine stress incontinence. Urol Int. 1991;46(2):176-9.

Density	1.2±0.1 g/cm3
Boiling Point	360.7±27.0 °C at 760 mmHg
Molecular Formula	C₈H₁₁NO₂
Molecular Weight	153.178
Flash Point	172.0±23.7 °C
Exact Mass	153.078979
PSA	66.48000
LogP	-0.28
Vapour Pressure	0.0±0.8 mmHg at 25°C
Index of Refraction	1.614

CHEMICAL IDENTIFICATION

RTECS NUMBER :: DN7250000

CHEMICAL NAME :: Benzyl alcohol, alpha-(aminomethyl)-m-hydroxy-

CAS REGISTRY NUMBER :: 536-21-0

BEILSTEIN REFERENCE NO. :: 1211018

LAST UPDATED :: 199612

DATA ITEMS CITED :: 9

MOLECULAR FORMULA :: C8-H11-N-O2

MOLECULAR WEIGHT :: 153.20

WISWESSER LINE NOTATION :: Z1YQR CQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 390 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 2,217,1968

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 32 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 2,217,1968

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 28100 ug/kg

TOXIC EFFECTS :: Endocrine - hyperglycemia Nutritional and Gross Metabolic - weight loss or decreased weight gain

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 2,60,1968

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 17400 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 2,217,1968

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 263 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: RPOBAR Research Progress in Organic-Biological and Medicinal Chemistry. (New York, NY) V.1-3, 1964-72. Discontinued. Volume(issue)/page/year: 2,295,1970

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 198 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: RPOBAR Research Progress in Organic-Biological and Medicinal Chemistry. (New York, NY) V.1-3, 1964-72. Discontinued. Volume(issue)/page/year: 2,295,1970

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 459 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: RPOBAR Research Progress in Organic-Biological and Medicinal Chemistry. (New York, NY) V.1-3, 1964-72. Discontinued. Volume(issue)/page/year: 2,295,1970

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intravenous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 4900 ug/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: RPOBAR Research Progress in Organic-Biological and Medicinal Chemistry. (New York, NY) V.1-3, 1964-72. Discontinued. Volume(issue)/page/year: 2,295,1970 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 810 mg/kg/90D-C

TOXIC EFFECTS :: Cardiac - other changes Lungs, Thorax, or Respiration - other changes Related to Chronic Data - death

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 2,60,1968

852159-27-4 structure

852159-27-4

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536-21-0 structure

536-21-0

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 4 p. 974 - 977

100-83-4 structure

100-83-4

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536-21-0 structure

536-21-0

Literature: Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 4 p. 974 - 977

857561-03-6 structure

857561-03-6

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536-21-0 structure

536-21-0

Literature: Monatshefte fuer Chemie, , vol. 84, p. 1021,1030

53313-95-4 structure

53313-95-4

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536-21-0 structure

536-21-0

Literature: Journal of Labelled Compounds and Radiopharmaceuticals, , vol. 36, # 7 p. 625 - 630

139-27-5 structure

139-27-5

~%

536-21-0 structure

536-21-0

Literature: Monatshefte fuer Chemie, , vol. 84, p. 1021,1030

90005-54-2 structure

90005-54-2

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536-21-0 structure

536-21-0

Literature: Chimica e l'Industria (Milan, Italy), , vol. 38, p. 93,98

2491-37-4 structure

2491-37-4

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536-21-0 structure

536-21-0

Literature: Journal of the Chemical Society, , p. 4576 - 4579

Precursor 7
852159-27-4 100-83-4 857561-03-6 53313-95-4
139-27-5 90005-54-2 2491-37-4
DownStream 4
32999-37-4 3458-98-8 3571-71-9 14446-24-3