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146-48-5

146-48-5 structure
146-48-5 structure
  • Name: Yohimbine
  • Chemical Name: yohimbine
  • CAS Number: 146-48-5
  • Molecular Formula: C21H26N2O3
  • Molecular Weight: 354.443
  • Catalog: API Nervous system medication Antidepressant, manic
  • Create Date: 2018-08-26 19:58:12
  • Modify Date: 2025-08-20 18:01:56
  • Yohimbine is a potent and relatively nonselective alpha 2-adrenergicreceptor (AR) antagonist, with IC50 of 0.6 μM. IC50 value: 0.6 uM [1]Target: alpha 2-adrenergic receptorin vitro: Yohimbine inhibits alpha2-receptor antagonist with Ki of 1.05 nM, 1.19 nM, and 1.19 nM for α2A, α2B, α2C, respectively. Yohimbine also inhibits 5-HT1B with Ki of 19.9 nM. Yohimbine acts to block the lowering of cAMP by alpha-2 adrenoceptor agonists. yohimbine actually causes a pronounced lowering of tyrosinase activity. [3]in vivo: Yohimbine is an antagonist at alpha2-noradrenaline receptors with putative panicogenic effects in human subjects, was administered to Swiss-Webster mice at doses of 0.5, 1.0, and 2.0 mg/kg. Yohimbine potentiates active defensive responses to threatening stimuli in Swiss-Webster mice.[2]
Name yohimbine
Synonyms [3H]-Yohimbine
Aphrosol
Methyl (16α,17α)-17-hydroxyyohimban-16-carboxylate
Yohimban-16α-carboxylic acid, 17α-hydroxy-, methyl ester (8CI)
corynine
yohimbine
(16α,17α)-17-Hydroxy-yohimban-16-carboxylic acid methyl ester
quebrachine
Yohimban-16-carboxylic acid, 17-hydroxy-, methyl ester, (16α,17α)-
Quebrachin
Yohimbine HCl
(16a,17a)-17-Hydroxyyohimban-16-carboxylic Acid Methyl Ester
Yohimex
Yocon
APHRODINE
methyl (1S,15R,18S,19R,20S)-18-hydroxy-1,3,11,12,14,15,16,17,18,19,20,21-dodecahydroyohimban-19-carboxylate
MFCD00042748
Yohimban-16-α-carboxylic acid, 17-α-hydroxy-, methyl ester
EINECS 205-672-0
(+)-Yohimbin
Aphrodyne
Yohimbin
Description Yohimbine is a potent and relatively nonselective alpha 2-adrenergicreceptor (AR) antagonist, with IC50 of 0.6 μM. IC50 value: 0.6 uM [1]Target: alpha 2-adrenergic receptorin vitro: Yohimbine inhibits alpha2-receptor antagonist with Ki of 1.05 nM, 1.19 nM, and 1.19 nM for α2A, α2B, α2C, respectively. Yohimbine also inhibits 5-HT1B with Ki of 19.9 nM. Yohimbine acts to block the lowering of cAMP by alpha-2 adrenoceptor agonists. yohimbine actually causes a pronounced lowering of tyrosinase activity. [3]in vivo: Yohimbine is an antagonist at alpha2-noradrenaline receptors with putative panicogenic effects in human subjects, was administered to Swiss-Webster mice at doses of 0.5, 1.0, and 2.0 mg/kg. Yohimbine potentiates active defensive responses to threatening stimuli in Swiss-Webster mice.[2]
Related Catalog
References

[1]. Saeed SA, et al. Signaling mechanisms mediated by G-protein coupled receptors in human platelets. Acta Pharmacol Sin. 2004 Jul;25(7):887-892.

[2]. Blanchard RJ, et al. Yohimbine potentiates active defensive responses to threatening stimuli in Swiss-Webster mice. Pharmacol Biochem Behav. 1993 Mar;44(3):673-681.

[3]. Fuller BB, et al. Downregulation of tyrosinase activity in human melanocyte cell cultures by yohimbine. J Invest Dermatol. 2000 Feb;114(2):268-276.
Density 1.3±0.1 g/cm3
Boiling Point 543.0±50.0 °C at 760 mmHg
Melting Point 231-233 °C(lit.)
Molecular Formula C21H26N2O3
Molecular Weight 354.443
Flash Point 282.2±30.1 °C
Exact Mass 354.194336
PSA 65.56000
LogP 2.20
Vapour Pressure 0.0±1.5 mmHg at 25°C
Index of Refraction 1.661
Storage condition Store at RT

CHEMICAL IDENTIFICATION

RTECS NUMBER :
ZG1000000
CHEMICAL NAME :
Yohimban-16-alpha-carboxylic acid, 17-alpha-hydroxy-, methyl ester
CAS REGISTRY NUMBER :
146-48-5
BEILSTEIN REFERENCE NO. :
0097276
LAST UPDATED :
199612
DATA ITEMS CITED :
8
MOLECULAR FORMULA :
C21-H26-N2-O3
MOLECULAR WEIGHT :
354.49
WISWESSER LINE NOTATION :
T F6 D5 C666 EM ON&&TTTJ TQ UVO1

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Human - woman
DOSE/DURATION :
5 gm/kg
TOXIC EFFECTS :
Peripheral Nerve and Sensation - paresthesis Behavioral - ataxia Cardiac - change in rate
REFERENCE :
AEMED3 Annals of Emergency Medicine. (American College of Emergency Physicians, 1125 Executive Circle, Irving, TX 75038) Volume(issue)/page/year: 14,1002,1985
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
43 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 5,432,1955
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
16 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 5,432,1955
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
37 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
ARZNAD Arzneimittel-Forschung. Drug Research. (Editio Cantor Verlag, Postfach 1255, W-7960 Aulendorf, Fed. Rep. Ger.) V.1- 1951- Volume(issue)/page/year: 5,432,1955
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
50 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
HBAMAK "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." (Leipzig, Ger. Dem. Rep.) Volume(issue)/page/year: 4,1418,1935
TYPE OF TEST :
LDLo - Lowest published lethal dose
ROUTE OF EXPOSURE :
Intravenous
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
11 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
HBAMAK "Abdernalden's Handbuch der Biologischen Arbeitsmethoden." (Leipzig, Ger. Dem. Rep.) Volume(issue)/page/year: 4,1418,1935 ** REPRODUCTIVE DATA **
TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Intraperitoneal
DOSE :
1 mg/kg
SEX/DURATION :
male 1 day(s) pre-mating
TOXIC EFFECTS :
Reproductive - Paternal Effects - other effects on male
REFERENCE :
NLETDU Neuroendocrinology Letters. (Brain Research Promotion, D-7400, Tubingen, Germany) V.1- 1979- Volume(issue)/page/year: 12,69,1990 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 84715 No. of Facilities: 68 (estimated) No. of Industries: 1 No. of Occupations: 6 No. of Employees: 2770 (estimated)
Hazard Codes T
Risk Phrases R23/24/25
Safety Phrases S27-S36/37/39-S45
RIDADR 1544
RTECS ZG1000000
Packaging Group II
Hazard Class 6.1(a)
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