HEPTAMINOL HYDROCHLORIDE

Details

Stereochemistry	RACEMIC
Molecular Formula	C8H19NO.ClH
Molecular Weight	181.703
Optical Activity	( + / - )
Defined Stereocenters	0 / 1
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

Cl.CC(N)CCCC(C)(C)O

InChI

InChIKey=JZNBMCOSOXIZJB-UHFFFAOYSA-N

InChI=1S/C8H19NO.ClH/c1-7(9)5-4-6-8(2,3)10;/h7,10H,4-6,9H2,1-3H3;1H

HIDE SMILES / InChI

Molecular Formula	C8H19NO
Molecular Weight	145.2426
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Molecular Formula	ClH
Molecular Weight	36.461
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500014397.pdf | https://www.ncbi.nlm.nih.gov/pubmed/1929117 | https://www.ncbi.nlm.nih.gov/mesh/68006535

Heptaminol is an amino alcohol that has been used as a myocardial stimulant and vasodilator and to relieve bronchospasm. Its most common therapeutic use is in orthostatic hypotension. The mechanism of heptaminol's therapeutic actions is not well understood although it has been suggested to affect catecholamine release or calcium metabolism.

CNS Activity

Originator

Approval Year

Targets

Primary Target	Pharmacology	Potency
Voltage-dependent L-type calcium channel subunit alpha-1C 4 Target ID: CHEMBL2366456 Sources: https://www.ncbi.nlm.nih.gov/pubmed/22761000	Inhibitor 8504	15.3 µM [IC50]
norepinephrine uptake 18 Target ID: GO:0051620 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2386550	Inhibitor 8504	60.0 µM [Ki]
catecholamine uptake 2 Target ID: GO:0090493 Sources: https://www.ncbi.nlm.nih.gov/pubmed/2386550	Inhibitor 8504	650.0 µM [IC50]

Conditions

Condition	Modality	Targets	Highest Phase	Product
Hypotension 29 Sources: http://www.ema.europa.eu/docs/en_GB/document_library/Maximum_Residue_Limits_-_Report/2009/11/WC500014397.pdf https://www.tabletwise.com/medicine/heptaminol	Primary		Approved 8583	Corasore Approved Use Is for the treatment of hypotension, fainting tendency and slight to moderately severe circulatory collapse; Asthenia, nervous and physical fatigue in general and sporting medicine; Adjuvant treatment of mild and moderate cases of heart failure particularly incipient pulmonary edema; Heart failure associated with toxic, infectious, degenerative orarteriosclerotic myocardial disease; Neonatal asphyxia.

C_max

Value	Dose	Co-administered	Analyte	Population
2.19 μg/mL EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6874820/	0.47 g single, oral dose: 0.47 g route of administration: Oral experiment type: SINGLE co-administered:		HEPTAMINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
1.6 mg/L EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3435592/	300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered:		HEPTAMINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

T_1/2

Value	Dose	Co-administered	Analyte	Population
2.1 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/6874820/	0.47 g single, oral dose: 0.47 g route of administration: Oral experiment type: SINGLE co-administered:		HEPTAMINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN
2.7 h EXPERIMENT https://pubmed.ncbi.nlm.nih.gov/3435592/	300 mg single, oral dose: 300 mg route of administration: Oral experiment type: SINGLE co-administered:		HEPTAMINOL plasma	Homo sapiens population: HEALTHY age: ADULT sex: UNKNOWN food status: UNKNOWN

Doses

Dose	Population	Adverse events
626 mg single, intravenous Studied dose Dose: 626 mg Route: intravenous Route: single Dose: 626 mg Sources: https://pubmed.ncbi.nlm.nih.gov/2096108/	unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: https://pubmed.ncbi.nlm.nih.gov/2096108/	Sources: https://pubmed.ncbi.nlm.nih.gov/2096108/

Overview

CYP3A4	CYP2C9	CYP2D6	hERG

OverviewOther

Other Inhibitor	Other Substrate	Other Inducer
OATP1B3 961 OATP1B1 1079 Cav1.2 58

Drug as perpetrator

Target	Modality	Activity	Metabolite	Clinical evidence
OATP1B1 1095	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwxNjk3NjY4IiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDIxMDcyODIifX0=	yes [Inhibition 10 uM]
OATP1B3 970	inhibitor 4027 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwxNzQzMTIxIiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDIxMDcyODIifX0=	yes [Inhibition 10 uM]

Tox targets

Target	Modality	Activity	Metabolite	Clinical evidence
Cav1.2 63	inhibitor 2237 Sources: https://www.ebi.ac.uk/chembl/g/#browse/activities/full_state/eyJsaXN0Ijp7InNldHRpbmdzX3BhdGgiOiJFU19JTkRFWEVTX05PX01BSU5fU0VBUkNILkFDVElWSVRZIiwiY3VzdG9tX3F1ZXJ5IjoidGFyZ2V0X2NoZW1ibF9pZDpDSEVNQkwyMzY2NDU2IiwidXNlX2N1c3RvbV9xdWVyeSI6dHJ1ZSwic2VhcmNoX3Rlcm0iOiIiLCJ0ZXh0X2ZpbHRlciI6IkNIRU1CTDIxMTEwNzYifX0=

PubMed

Title	Date	PubMed
Hair lightening in an hemodialysis patient treated by heptaminol (heptamyl).	2009-04-15	19450409
Solid-phase column chromatographic and gas chromatographic-mass spectrometric determination of heptaminol in human urine and related pharmacokinetic profiles.	2006-07-29	16872566
Metabolism of isometheptene in human urine and analysis by gas chromatography-mass spectrometry in doping control.	2005-12-05	16242387
Heat-related morbidity in patients with orthostatic hypotension and primary autonomic failure.	2005-09	15954131
Adverse drug reactions related to drugs used in orthostatic hypotension: a prospective and systematic pharmacovigilance study in France.	2005-07	15991040
Clinical study of the Ginko biloba--Troxerutin-Heptaminol Hce in the treatment of acute hemorrhoidal attacks.	2004-02	15061296
Heptaminol interferes in the AxSYM FPIA amphetamine/methamphetamine II assay.	2001-08	11468252
Randomized double-blind trial of injectable heptaminol for controlling spontaneous or bromocriptine-induced orthostatic hypotension in parkinsonians.	1990	2096108

Patents

Sample Use Guides

In Vivo Use Guide

Infants & children under 12 years: 4-16 drops (25 -100 mg) depending on age, 2 – 4 times daily, up to 6 times daily if necessary, or as directed by the physician. Adults & children over 12 years: One tablet or 25 drops, (150 mg) 2-4 times daily, up to 6 times daily.

Route of Administration: Oral

In Vitro Use Guide

1. The effects of heptaminol on calcium current amplitude and characteristics were studied in single ventricular myocytes of guinea-pig by use of the whole cell configuration of the patch clamp technique. 2. A concentration-dependent decrease in ICa amplitude was observed. At heptaminol concentration as low as 10(-6) M, this effect was observed in only two cells (n = 6). At 10(-5) M the reduction of ICa was of 30 +/- 15% (n = 11). Both at -40 mV and -80 mV HP, heptaminol (10(-5) M) significantly increased the steady state inactivation of ICa.

Substance Class	Chemical Created by `admin` on `Mon Mar 31 21:42:23 GMT 2025` Edited by `admin` on `Mon Mar 31 21:42:23 GMT 2025`
Record UNII	XB3RM40HIR
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

HEPTAMINOL HYDROCHLORIDE

Common Name

English

CORASOR

Preferred Name

English

HEPTAMYL HYDROCHLORIDE

Systematic Name

English

IZOKTAMIL

Brand Name

English

Heptaminol hydrochloride [WHO-DD]

Common Name

English

2-METHYL-6-AMINO-2-HEPTANOL HYDROCHLORIDE

Systematic Name

English

HEPTAMINOL HYDROCHLORIDE [MART.]

Common Name

English

HEPTYLON

Brand Name

English

2831RP

Code

English

CORTENSOR

Brand Name

English

HEPTAMINOL HYDROCHLORIDE [MI]

Common Name

English

2-HEPTANOL, 6-AMINO-2-METHYL-, HYDROCHLORIDE

Systematic Name

English

6-METHYL-2-AMINO-6-HEPTANOL HYDROCHLORIDE

Systematic Name

English

RP 2831

Code

English

CARDIOSINTOL

Common Name

English

EODEN

Brand Name

English

RP-2831

Code

English

HEPTAMINOL HYDROCHLORIDE [EP MONOGRAPH]

Common Name

English

2-HEPTANOL, 6-AMINO-2-METHYL-, HYDROCHLORIDE (1:1)

Systematic Name

English

RESPIRIN

Brand Name

English

6-AMINO-2-METHYL-2-HEPTANOL HYDROCHLORIDE

Systematic Name

English

HEPTAMYL

Common Name

English

NSC-758406

Code

English

6-AMINO-2-METHYL-HEPTAN-2-OL HYDROCHLORIDE

Systematic Name

English

ISOKTAMIL

Brand Name

English

Code System Code Type Description

EVMPD

SUB02489MIG