guanabenz

Modify Date: 2024-01-02 19:06:36

guanabenz Structure
guanabenz structure
Common Name guanabenz
CAS Number 5051-62-7 Molecular Weight 231.08200
Density 1.49g/cm3 Boiling Point 405.7ºC at 760mmHg
Molecular Formula C8H8Cl2N4 Melting Point 227-229ºC (decomposition)
MSDS N/A Flash Point 199.1ºC

 Use of guanabenz


Guanabenz is an orally active α-2-adrenoceptor agonist, has antihypertensive effect and antiparasitic activity. Guanabenz interferes ER stress-signalling and has protective effects in cardiac myocytes. Guanabenz also is used for the research of high blood pressure[1].

 Names

Name 2-[(E)-(2,6-dichlorophenyl)methylideneamino]guanidine
Synonym More Synonyms

 guanabenz Biological Activity

Description Guanabenz is an orally active α-2-adrenoceptor agonist, has antihypertensive effect and antiparasitic activity. Guanabenz interferes ER stress-signalling and has protective effects in cardiac myocytes. Guanabenz also is used for the research of high blood pressure[1].
Related Catalog
In Vitro Guanabenz (0.5–50 μM, 24 h) is treated with increasing concentrations for 24 hours not affect cell viability. Guanabenz (0.5–50 μM, 24 h) alone not affects the UPR targets, neither on mRNA or protein level nor the phosphorylation status of eIF2a. Guanabenz also not induces GADD34 or the constitutively active form CReP. Guanabenz (0.5–50 μM, 24 h) alone not induces ER stress in neonatal rat cardiomyocytes[1]. Cell Viability Assay[1] Cell Line: Neonatal rat cardiac myocytes (NRCM) Concentration: 0.5–50 μM Incubation Time: 24 h Result: Did not affect cell survival. RT-PCR[1] Cell Line: Neonatal rat cardiac myocytes (NRCM) Concentration: 0.5–50 μM Incubation Time: 24 h Result: Did not affect levels of UPR targets. Western Blot Analysis[1] Cell Line: Neonatal rat cardiac myocytes (NRCM) Concentration: 0.5–50 μM Incubation Time: 24 h Result: Increased the levels of low panel concentration-dependent UPR targets proteins.
In Vivo Guanabenz (5 mg/kg/day; i.p.; for 3 weeks) can reproducibly reduce brain cyst burden. Guanabenz (5 mg /kg/d, i.p., oral; 10 mg/kg/d, gavage; for 3 weeks) reverses Toxoplasma-induced hyperactivity in latently infected mice. Guanabenz (100 and 320 μg/kg and 1 mg/kg, i.v., over a period of 5 min at intervals of 40 min) reduces sympathetic outflow, heart rate and blood pressure in debuffered cats[2][3]. Animal Model: BALB/cJ mice[2] Dosage: 5 mg/kg Administration: 5 mg/kg/day; i.p. ; for 3 weeks Result: Reduced the latent brain cysts in both male and female BALB/cJ mice. Animal Model: BALB/cJ mice[2] Dosage: 5 mg/kg; 10 mg/kg Administration: 5 mg /kg/d, i.p., oral; 10 mg/kg/d, gavage; for 3 weeks Result: Reversed parasite-induced hyperactivity to near-baseline levels. Animal Model: Cats[3] Dosage: 100 and 320 μg/kg and 1 mg/kg Administration: 100 and 320 μg/kg and 1 mg/kg, i.v., over a period of 5 min at intervals of 40 min Result: Declined markedly blood pressure and nerve activity.
References

[1]. Christiane Neuber, et al. Guanabenz interferes with ER stress and exerts protective effects in cardiac myocytes. PLoS One. 2014 Jun 3;9(6):e98893.

[2]. Jennifer Martynowicz, et al. Guanabenz Reverses a Key Behavioral Change Caused by Latent Toxoplasmosis in Mice by Reducing Neuroinflammation. mBio. 2019 Apr 30;10(2):e00381-19.

[3]. T Baum, et al. Studies on the centrally mediated hypotensive activity of guanabenz. Eur J Pharmacol. 1976 May;37(1):31-44.

 Chemical & Physical Properties

Density 1.49g/cm3
Boiling Point 405.7ºC at 760mmHg
Melting Point 227-229ºC (decomposition)
Molecular Formula C8H8Cl2N4
Molecular Weight 231.08200
Flash Point 199.1ºC
Exact Mass 230.01300
PSA 74.26000
LogP 3.00130
Index of Refraction 1.645
Storage condition 2-8℃

 Safety Information

Hazard Codes Xn
Risk Phrases 20/21/22-62
Safety Phrases 22-36/37/39
RIDADR UN 3249
WGK Germany 3
Packaging Group III
Hazard Class 6.1(b)
HS Code 2928000090

 Synthetic Route

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guanabenz Structure

guanabenz

CAS#:5051-62-7

Literature: Shell Patent: FR1455835 , 1966 ; Chem.Abstr., 1967 , vol. 67, # 11327

 Precursor & DownStream

Precursor  2

DownStream  0

 Customs

HS Code 2928000090
Summary 2928000090 other organic derivatives of hydrazine or of hydroxylamine VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

 Synonyms

Guanabenzo
Wy 8678
1-(2,6-Dichlorobenzylideneamino)guanidine WY-8678
Guanabenz monoacetate
Wytensin
Guanabenzum
Wy 8678 base
guanabenz
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