Indoramin: Difference between revisions

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Latest revision as of 23:22, 24 July 2014

{{Drugbox | Verifiedfields = changed | verifiedrevid = 461936008 | IUPAC_name = N-{1-[2-(1H-indol-3-yl)ethyl]piperidin-4-yl}benzamide | image = Indoramin_svg.png

| C=22 | H=25 | N=3 | O=1 | molecular_weight = 347.454 g/mol | smiles = O=C(c1ccccc1)NC4CCN(CCc3c2ccccc2nc3)CC4 | InChI = 1/C22H25N3O/c26-22(17-6-2-1-3-7-17)24-19-11-14-25(15-12-19)13-10-18-16-23-21-9-5-4-8-20(18)21/h1-9,16,19,23H,10-15H2,(H,24,26) | InChIKey = JXZZEXZZKAWDSP-UHFFFAOYAC | StdInChI_Ref = ^Y | StdInChI = 1S/C22H25N3O/c26-22(17-6-2-1-3-7-17)24-19-11-14-25(15-12-19)13-10-18-16-23-21-9-5-4-8-20(18)21/h1-9,16,19,23H,10-15H2,(H,24,26) | StdInChIKey_Ref = ^Y | StdInChIKey = JXZZEXZZKAWDSP-UHFFFAOYSA-N }}

Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

Indoramin (trade names Baratol and Doralese) is a piperidine antiadrenergic agent.

It is an alpha-1 selective adrenoceptor antagonist^[1] with direct myocardial depression action; therefore, it results in no reflex tachycardia. It is also used in benign prostatic hyperplasia (BPH).^[2]

It is commonly synthesized from tryptophol.^[3]

Dosage

Indoramin is commonly prescribed as 20mg tablets when used in BPH.^[4]

Side Effects

Drowsiness, dizziness, dry mouth, nasal congestion, headache, fatigue, weight gain, hypotension, postural hypotension, depression, problems with ejaculation, diarrhoea, nausea, increased need to pass urine, and palpitations.^[5]

References

↑ Pierce V, Shepperson NB, Todd MH, Waterfall JF (February 1986). "Investigation into the cardioregulatory properties of the alpha 1-adrenoceptor blocker indoramin". Br. J. Pharmacol. 87 (2): 433–441. doi:10.1111/j.1476-5381.1986.tb10834.x. PMC 1916533. PMID 3955309.
↑ "Indoramin 20mg tablets". Medicines.org.uk. April 20, 2011. Retrieved September 30, 2012.
↑ Ullman's encyclopedia of Industrial Chemistry, Sixth Edition, 2002.
↑ "Indoramin hydrochloride". National Health Service (UK). Retrieved September 30, 2012.
↑ "Indoramin 20mg tablets". Medicines.org.uk. Retrieved September 30, 2012.

[pmid3955309-1] Pierce V, Shepperson NB, Todd MH, Waterfall JF (February 1986). "Investigation into the cardioregulatory properties of the alpha 1-adrenoceptor blocker indoramin". Br. J. Pharmacol. 87 (2): 433–441. doi:10.1111/j.1476-5381.1986.tb10834.x. PMC 1916533. PMID 3955309.

[2] "Indoramin 20mg tablets". Medicines.org.uk. April 20, 2011. Retrieved September 30, 2012.

[3] Ullman's encyclopedia of Industrial Chemistry, Sixth Edition, 2002.

[4] "Indoramin hydrochloride". National Health Service (UK). Retrieved September 30, 2012.

[5] "Indoramin 20mg tablets". Medicines.org.uk. Retrieved September 30, 2012.

[1]

[2]

[3]

[4]

[5]

v t e Antihypertensives (C02) and diuretics (C03)
Sympatholytic agents	Template:Navbox subgroup
Vasodilators	Diazoxide • hydrazinophthalazine (Hydralazine, Dihydralazine, Endralazine, Cadralazine) • Minoxidil • Nitroprusside • Phentolamine
Other antihypertensives	serotonin antagonist (Ketanserin) • endothelin receptor antagonist (Bosentan, Ambrisentan, Sitaxsentan) • MAOI (Pargyline) • THI (Metirosine)
Diuretics	Template:Navbox subgroup

@@ Line 1: / Line 1: @@
-__NOTOC__
+{{Drugbox
-{{drugbox |
+| Verifiedfields = changed
-| IUPAC_name = ''N''-[1-[''2''-(1H-indol-3-yl)ethyl]-4-piperidyl]benzamide
+| verifiedrevid = 461936008
+| IUPAC_name = ''N''-{1-[2-(1''H''-indol-3-yl)ethyl]piperidin-4-yl}benzamide
 | image = Indoramin_svg.png
+<!--Clinical data-->
+| tradename =
+| Drugs.com = {{drugs.com|international|indoramin}}
+| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
+| pregnancy_US = <!-- A / B            / C / D / X -->
+| pregnancy_category =
+| legal_AU = <!-- Unscheduled / S2 / S3 / S4  / S8 -->
+| legal_UK = <!-- GSL         / P       / POM / CD -->
+| legal_US = <!-- OTC                   / Rx-only  -->
+| legal_status =
+| routes_of_administration =
+<!--Pharmacokinetic data-->
+| bioavailability =
+| protein_bound =
+| metabolism =
+| elimination_half-life =
+| excretion =
+<!--Identifiers-->
+| CAS_number_Ref = {{cascite|changed|??}}
 | CAS_number = 26844-12-2
 | ATC_prefix = C02
 | ATC_suffix = CA02
 | PubChem = 33625
-| DrugBank =
+| IUPHAR_ligand = 501
-| C=22 | H=25 | N=3 | O=1
+| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
+| DrugBank =
+| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
+| ChemSpiderID = 31014
+| UNII_Ref = {{fdacite|correct|FDA}}
+| UNII = 0Z802HMY7H
+| KEGG_Ref = {{keggcite|correct|kegg}}
+| KEGG = D04531
+| ChEMBL_Ref = {{ebicite|correct|EBI}}
+| ChEMBL = 279516
+<!--Chemical data-->
+| C=22 | H=25 | N=3 | O=1
 | molecular_weight = 347.454 g/mol
-| bioavailability =
+| smiles = O=C(c1ccccc1)NC4CCN(CCc3c2ccccc2nc3)CC4
-| protein_bound =
+| InChI = 1/C22H25N3O/c26-22(17-6-2-1-3-7-17)24-19-11-14-25(15-12-19)13-10-18-16-23-21-9-5-4-8-20(18)21/h1-9,16,19,23H,10-15H2,(H,24,26)
-| metabolism =
+| InChIKey = JXZZEXZZKAWDSP-UHFFFAOYAC
-| elimination_half-life =
+| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
-| excretion =
+| StdInChI = 1S/C22H25N3O/c26-22(17-6-2-1-3-7-17)24-19-11-14-25(15-12-19)13-10-18-16-23-21-9-5-4-8-20(18)21/h1-9,16,19,23H,10-15H2,(H,24,26)
-| pregnancy_AU =  <!-- A / B1 / B2 / B3 / C / D / X -->
+| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
-| pregnancy_US =  <!-- A / B            / C / D / X -->
+| StdInChIKey = JXZZEXZZKAWDSP-UHFFFAOYSA-N
-| pregnancy_category =
-| legal_AU =      <!-- Unscheduled / S2 / S3 / S4  / S8 -->
-| legal_UK =      <!-- GSL         / P       / POM / CD -->
-| legal_US =      <!-- OTC                   / Rx-only  -->
-| legal_status =
-| routes_of_administration =
 }}
+__NOTOC__
+{{SI}}
 {{CMG}}
-{{Editor Join}}
+==Overview==
+'''Indoramin''' (trade names '''Baratol''' and '''Doralese''') is a [[piperidine]] [[antiadrenergic]] agent.
+It is an [[alpha-1 receptor|alpha-1]] selective adrenoceptor antagonist<ref name="pmid3955309">{{cite journal |author=Pierce V, Shepperson NB, Todd MH, Waterfall JF |title=Investigation into the cardioregulatory properties of the alpha 1-adrenoceptor blocker indoramin |journal=Br. J. Pharmacol. |volume=87 |issue=2 |pages=433–441 |date=February 1986 |pmid=3955309 |pmc=1916533 |doi= 10.1111/j.1476-5381.1986.tb10834.x|url=}}</ref> with direct myocardial depression action; therefore, it results in no reflex [[tachycardia]]. It is also used in [[benign prostatic hyperplasia]] (BPH).<ref>{{cite web|url=http://www.medicines.org.uk/Guides/indoramin%20hydrochloride/prostatic%20hyperplasia%20(benign)|title=Indoramin 20mg tablets|publisher=''Medicines.org.uk''|date= April 20, 2011|accessdate=September 30, 2012}}</ref>
+It is commonly synthesized from [[tryptophol]].<ref>Ullman's encyclopedia of Industrial Chemistry, Sixth Edition, 2002.</ref>
-'''Indoramin''' (trade name '''Baratol''') is a [[piperidine]] [[antiadrenergic]] agent. its an [[alpha-1 receptor|alpha-1]] selective adrenoceptor antagonist.
+==Dosage==
-Indoramin is a α-adrenoceptor antagonist which acts selectively and competitively on post-synaptic α1-adrenoceptors, causing a decrease in peripheral vascular resistance, relaxation of the bladder neck and contraction of the detrusor.1–3 In palliative care, indoramin is used for hesitancy of micturition associated with benign prostatic hypertrophy.4,5 Other selective α1-antagonists are available, namely prazosin, tamsulosin and terazosin.6 All may cause severe hypotension, particularly with the first dose and in patients receiving diuretics or other antihypertensive medication.7 Low cost is the only advantage in using prazosin; this has to be balanced against ease of compliance with tamsulosin and terazosin (o.d. compared to b.d.). Indoramin is probably the safest in debilitated patients.6 Muscarinic drugs and anticholinesterases are sometimes preferable to an α-adrenoceptor antagonist, e.g. bethanechol 10–25mg t.d.s., distigmine 5mg o.d. If necessary, one of these may be used concurrently with indoramin. Indoramin is also licensed for use in the management of hypertension
+Indoramin is commonly prescribed as 20mg tablets when used in BPH.<ref>{{cite web|url=http://www.nhs.uk/medicine-guides/pages/MedicineOverview.aspx?condition=Prostatic%20hyperplasia%20(benign)&medicine=indoramin%20hydrochloride|title=Indoramin hydrochloride|publisher=''National Health Service (UK)''|accessdate=September 30, 2012}}</ref>
+==Side Effects==
+Drowsiness, dizziness, dry mouth, nasal congestion, headache, fatigue, weight gain, [[hypotension]], [[postural hypotension]], depression, problems with ejaculation, diarrhoea, nausea, increased need to pass urine, and [[palpitations]].<ref>{{cite web|url=http://www.medicines.org.uk/Guides/indoramin%20hydrochloride/prostatic%20hyperplasia%20(benign)|title=Indoramin 20mg tablets|publisher=''Medicines.org.uk''|accessdate=September 30, 2012}}</ref>
+==References==
+{{reflist|2}}
 {{Antihypertensives and diuretics}}
 [[Category:Alpha blockers]]
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+[[Category:Antihypertensive agents]]
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