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guanethidine

Product Name
guanethidine
CAS No.
55-65-2
Chemical Name
guanethidine
Synonyms
Dopom;C07036;Eutensol;Abapresin;Octatensine;guanethidine;guanethidine USP/EP/BP;2-[2-(azocan-1-yl)ethyl]guanidine;1-(2-perhydroazocin-1-ylethyl)guanidine;N-[2-(Octahydroazocin-1-yl)ethyl]guanidine
CBNumber
CB8875413
Molecular Formula
C10H22N4
Formula Weight
198.31
MOL File
55-65-2.mol
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guanethidine Property

Boiling point:
325.64°C (rough estimate)
Density 
0.9402 (rough estimate)
refractive index 
1.4910 (estimate)
pka
pKa 11.4 (Uncertain)
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Safety

Hazardous Substances Data
55-65-2(Hazardous Substances Data)
Toxicity
LD50 oral in rat: 1050mg/kg
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
API0012897
Product name
GUANETHIDINE
Purity
95.00%
Packaging
100MG
Price
$1259.35
Updated
2021/12/16
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guanethidine Chemical Properties,Usage,Production

Description

Guanethidine is used for severe hypertension when the use of the more generally accepted drugs turns out to be unsuccessful. It is a powerful, long-lasting antihypertensive drug; however, it affects a patient’s blood pressure only in the orthostatic position, and not when lying down.
Guanethidine is a very powerful and long-lasting drug, and its action often lasts 2–3 days after its use has been stopped.

Originator

Ismelin,Ciba,US,1960

Uses

Antihypertensive.

Definition

ChEBI: A member of the class of guanidines in which one of the hydrogens of the amino group has been replaced by a 2-azocan-1-ylethyl group.

Manufacturing Process

13.6 grams of chloroacetyl guanide is added while stirring to a solution of 22.6 grams of heptamethylene imine in 200 ml of benzene. After warming for 1 hour, and then cooling, the solution is filtered and the filtrate concentrated under reduced pressure. The residue, containing the 2-(1-N,N-heptamethylene-imino)-aceticacid guanide, is suspended in tetrahydrofuran and added to a refluxing solution of 6 grams of lithium aluminum hydride in tetrahydrofuran. After completion of the reaction, the excess of lithium aluminum hydride is decomposed by adding water, then aqueous sodium hydroxide. The solid material is filtered off, the filtrate is acidified with sulfuric acid and the 2-(1-N,N-heptamethylene-imino)-ethyl-guanidine sulfate can be recovered and recrystallized from aqueous ethanol, MP 276° to 281°C (with decomposition).

brand name

Ismelin (Novartis).

Therapeutic Function

Antihypertensive

Biological Functions

Guanethidine (Ismelin) is a powerful antihypertensive agent that is quite effective in the treatment of moderate to severe hypertension. It is most frequently used in the treatment of severe hypertension that is resistant to other agents.
Guanethidine exerts its effects at peripheral sympathetic nerve endings following its active transport into the nerve varicosities by the neuronal amine transport system. This is the same uptake system that transports norepinephrine into the varicosity).The accumulation of guanethidine in adrenergic neurons, through an as yet unexplained mechanism, disrupts the process by which action potentials trigger the release of stored norepinephrine and other cotransmitters from nerve terminals. It is this action of guanethidine that is primarily responsible for its antihypertensive properties. Parasympathetic function is not altered, a fact that distinguishes guanethidine from the ganglionic blocking agent.
Guanethidine is suitable for oral use, and this is its usual route of administration. However, absorption from the gastrointestinal tract is variable. The half-life of guanethidine is 5 days, with about one-seventh of the total administered dose eliminated per day. The slow elimination contributes to the cumulative and prolonged effects of the drug.
Guanethidine reduces blood pressure by its ability to diminish vascular tone; both the arterial and venous sides of the circulatory system are involved. The resulting venous pooling contributes to orthostatic hypotension, a prominent feature of guanethidine treatment. The reduction in blood pressure is more prominent when the patient is standing than recumbent.

General Description

Guanethidine or guanethidinesulfate [C10H22N4·H2SO4].

General Description

Guanethidinehas been classified traditionally as an adrenergic blockingagent because it can prevent the release of norepinephrinefrom postganglionic neurons in response to adrenergic stimulation.Guanethidine and other compounds discussed in thissection have other actions on catecholamine metabolism andcan cause significant depletion of these amines in adrenergicneurons. They do not interfere with release of epinephrinefrom the adrenal medulla.

Side effects

Guanethidine may aggravate congestive heart failure or actually precipitate failure in patients with marginal cardiac reserve, owing to its ability to produce vascular volume expansion, edema, and a reduced effectiveness of sympathetic cardiac stimulation.
Guanethidine is contraindicated in patients with pheochromocytoma because the drug may release catecholamines from the tumor. The concomitant use of monoamine oxidase (MAO) inhibitors and guanethidine is also to be avoided, since this combined drug treatment eliminates two of the principal mechanisms for terminating the actions of the catecholamines and certain other adrenomimetic drugs, that is, biotransformation and neuronal uptake. Dangerously high concentrations of catecholamines at receptor sites are possible.

guanethidine Preparation Products And Raw materials

Raw materials

Preparation Products

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guanethidine Suppliers

LGM Pharma
Tel
1-(800)-881-8210
Fax
615-250-9817
Email
inquiries@lgmpharma.com
Country
United States
ProdList
1938
Advantage
70
Changzhou Hopschain Chemical Co.,Ltd.
Tel
0519-85528066- ;0519-85524369-
Fax
0519-85528066
Email
sales@hopschem.com;sales@hopschem.com
Country
China
ProdList
31560
Advantage
55
Dideu Industries Group Limited
Tel
029-88380327; 17691182729
Email
Service@dideu.com
Country
CHINA
ProdList
30015
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Tel
+86-29-89586680
Fax
+86-29-88380327
Email
1005@dideu.com
Country
CHINA
ProdList
9938
Advantage
58
Shaanxi Dideu Medichem Co. Ltd
Fax
029-88380327
Email
1015@dideu.com
Country
CHINA
ProdList
3994
Advantage
58
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View Lastest Price from guanethidine manufacturers

Dideu Industries Group Limited
Product
guanethidine USP/EP/BP 55-65-2
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons min
Release date
2021-08-10
Shaanxi Dideu Medichem Co. Ltd
Product
Guanethidine 55-65-2
Price
US $0.00-0.00/Kg
Min. Order
1KG
Purity
99.0%
Supply Ability
500 MT
Release date
2020-05-09