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Naftopidil

Naftopidil structure

CAS No:
57149-07-2
Formula:
C24H28N2O3
Chemical Name:
Naftopidil
Synonyms:
1-Piperazineethanol,4-(2-methoxyphenyl)-α-[(1-naphthalenyloxy)methyl]-;4-(2-Methoxyphenyl)-α-[(1-naphthalenyloxy)methyl]-1-piperazineethanol;Naftopidil;(±)-Naftopidil;Naftopil;3-[4-(2-Methoxyphenyl)piperazinyl]-1-naphthyloxypropan-2-ol;Avishot;Flivas;KT 611;1-[4-(2-Methoxyphenyl)piperazin-1-yl]-3-naphthalen-1-yloxypropan-2-ol;1-[4-(2-Methoxy-phenyl)-piperazin-1-yl]-3-(naphthalen-1-yloxy)-propan-2-ol;132295-16-0;428520-36-9
Categories:
Active Pharmaceutical Ingredients > Circulatory System Drugs

Description

Naftopidil (Flivas), a selective α1-adrenergic receptor antagonist or alpha blocker, is an antihypertensive drug.Target: α1-Adrenergic ReceptorNaftopidil significantly improved the overall international prostatic symptom score ; from 19.2±7.9 to 11.7±5.8 in the M group and from 19.4±6.4 to 12.3±6.8 in the E group (p<0.0001), QOL score from 4.9±0.8 to 3.2±1.4 in the M group and from 5.0±0.8 to 3.6±1.3 in the E group (p<0.0001), and OAB symptom score from 7.8±2.6 to 5.0±2.5 in the M group

Naftopidil is a member of piperazines.|Naftopidil has been investigated for the treatment of Disorder of Urinary Stent.

Naftopidil Basic Attributes

Molecular Weight：

392.49

Exact Mass：

392.49

EC Number：

1308068-626-2

NSC Number：

759293

DSSTox ID：

DTXSID5045176

HScode：

2942000000

Characteristics

PSA：

45.2

XLogP3：

4.1

Appearance：

white solid

Density：

1.2±0.1 g/cm3

Melting Point：

125-126 °C

Boiling Point：

602.8°C at 760 mmHg

Flash Point：

318.3±31.5 °C

Refractive Index：

1.619

Water Solubility：

methanol: >10 mg/mL

Storage Conditions：

Store at RT

Toxicity：

LD50 in mice, rats (g/kg): 1.3, 6.4 orally (Himmel)

Safety Information

Transport codes：

3077

wgk germany：

RTECS Number：

TL9336500

Precautionary statement(s)：

P201, P202, P261, P264, P271, P280, P281, P302+P352, P304+P340, P305+P351+P338, P308+P313, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501

Hazard Statements：

H315

GHS Classification：

|Warning|H361 (100%): Suspected of damaging fertility or the unborn child [Warning Reproductive toxicity]|P201, P202, P281, P308+P313, P405, and P501|Aggregated GHS information provided by 2 companies from 2 notifications to the ECHA C&L Inventory.

Drug Information

MeSH：

Drugs that bind to but do not activate alpha-adrenergic receptors thereby blocking the actions of endogenous or exogenous adrenergic agonists. Adrenergic alpha-antagonists are used in the treatment of hypertension, vasospasm, peripheral vascular disease, shock, and pheochromocytoma. (See all compounds classified as Adrenergic alpha-Antagonists.)|Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)|A class of drugs that act by selective inhibition of calcium influx through cellular membranes. (See all compounds classified as Calcium Channel Blockers.)|Drugs or agents which antagonize or impair any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system. (See all compounds classified as Platelet Aggregation Inhibitors.)

MeSH Entry Terms：

1-(4-(2-methoxyphenyl)-1-piperazinyl)-3-(1-naphthyloxy)-2-propanol

Naftopidil Use and Manufacturing

Methods of Manufacturing

Reference 2-((1-naphthyloxy)methyl)4-(2-methoxyphenyl) piperazine (100 mg, 0.50 mmol) in ethanol (1 ml) solution of oxirane (95 μL, 0.60 mmol) was added at room temperature. The mixture was stirred refluxing 1. The reaction mixture was concentrated under reduced pressure. (RS)- (199 mg, 100percent) of crude product was purified by silica gel column chromatography to give naftopidil.

Uses

antihypertensive, alpha-blocker, 5HT1a agonist

Computed Properties

Molecular Weight:392.5
XLogP3:4.1
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:7
Exact Mass:392.20999276
Monoisotopic Mass:392.20999276
Topological Polar Surface Area:45.2
Heavy Atom Count:29
Complexity:483
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Drug Function and Efficacy

Extract from the above information

This ingredient has been used in drugs with the following functions (note: it does not mean that the ingredient itself has the following health functions)

Related Drugs

Naftopidil
Manufacturer	Beijing SL Pharmaceutical Co., Ltd.

Naftopidil Tablets
Ingredients	The main ingredient is naftopidil, whose chemical name is: (±)-1-[4-(2-methoxyphenyl)-1-piperazinyl]-3-(1-naphthyloxy)-2-propanol.
Indication	This product has a synergistic antihypertensive effect when used in combination with diuretics and antihypertensive drugs. The dosage should be reduced when they must be used together.
Specifications	25mg
Manufacturer	GUIZHOU-EAKAN Pharmaceutical Co., Ltd.

Naftopidil dispersible tablets
Ingredients	(±)-1-[4-(2-methoxyphenyl)piperazinyl]-3-(1-naphthyloxy)-2-propanol
Indication	This product has a synergistic antihypertensive effect when used in combination with diuretics and antihypertensive drugs. The dosage should be reduced when they must be used together.
Specifications	25mg
Manufacturer	Penglai Jinchuang Pharmaceutical Co., Ltd.

See More Related Drugs

Registered Holders

SYN-TECH CHEM AND PHARM CO LTD

United States
Active
Hainan Simcere Pharmaceutical Co., Ltd.

China
Active
GUIZHOU-EAKAN Pharmaceutical Co., Ltd.

China
Active

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