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Naftopidil dihydrochloride

Naftopidil dihydrochloride Structure
Naftopidil dihydrochloride structure
CAS No.
57149-07-2
Chemical Name:
Naftopidil dihydrochloride
Synonyms
NAFTOPIDIL;kt-611;Flivas;Avishot;BM-15275;Naftopil;Naftopiil;NafTopIDi1;Nafitopidil;Naftopidil>
CBNumber:
CB6356910
Molecular Formula:
C24H28N2O3
Molecular Weight:
392.49
MDL Number:
MFCD00153845
MOL File:
57149-07-2.mol
MSDS File:
SDS
TDS File:
TDS
Last updated:2026-06-15 22:31:22
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Naftopidil dihydrochloride Properties

Melting point 127 °C
Boiling point 517.2°C (rough estimate)
Density 1.1592 (rough estimate)
refractive index 1.6300 (estimate)
storage temp. Sealed in dry,Room Temperature
solubility methanol: >10 mg/mL
pka 14.01±0.20(Predicted)
form solid
color white
Merck 14,6356
InChI InChI=1S/C24H28N2O3/c1-28-24-11-5-4-10-22(24)26-15-13-25(14-16-26)17-20(27)18-29-23-12-6-8-19-7-2-3-9-21(19)23/h2-12,20,27H,13-18H2,1H3
InChIKey HRRBJVNMSRJFHQ-UHFFFAOYSA-N
SMILES C12C=CC=CC1=CC=CC=2OCC(O)CN1CCN(C2C=CC=CC=2OC)CC1
CAS DataBase Reference 57149-07-2(CAS DataBase Reference)
FDA UNII R9PHW59SFN
UNSPSC Code 12352200
NACRES NA.77

SAFETY

Risk and Safety Statements

Symbol(GHS)  Health Hazard (GHS08)
GHS08
Signal word  Warning
Hazard statements  H361
Precautionary statements  P201-P202-P281-P308+P313-P405-P501
PPE Eyeshields, Gloves, type N95 (US)
RIDADR  3077
WGK Germany  3
RTECS  TL9336500
HS Code  29335990
Storage Class 11 - Combustible Solids
Toxicity LD50 in mice, rats (g/kg): 1.3, 6.4 orally (Himmel)

Naftopidil dihydrochloride price More Price(54)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich N158 Naftopidil hydrochloride hydrate solid 57149-07-2 25mg $265 2026-04-30 Buy
Sigma-Aldrich N158 Naftopidil hydrochloride hydrate solid 57149-07-2 100mg $774 2023-01-07 Buy
TCI Chemical N0832 Naftopidil >98.0%(HPLC)(T) 57149-07-2 5g $43 2026-04-30 Buy
Biosynth FN26123 Naftopidil 57149-07-2 5g $150 2026-06-04 Buy
Biosynth FN26123 Naftopidil 57149-07-2 2g $150 2026-06-04 Buy
Product number Packaging Price Buy
N158 25mg $265 Buy
N158 100mg $774 Buy
N0832 5g $43 Buy
FN26123 5g $150 Buy
FN26123 2g $150 Buy

Naftopidil dihydrochloride Chemical Properties,Uses,Production

Description

Naftopidil was launched in Japan for the treatment of dysuria associated with benign prostatic hypertrophy (BPH). It can be prepared by a two step route starting with α-naphthol. Naftopidil is a potent postsynaptic-selective alpha-l-antagonist with a slightly higher affinity for the human prostatic than for the aortic alpha-adrenoceptor. It also shows a 5-HT1A agonistic effect, as well as a weak calcium antagonistic activity, but no alpha-2 or beta-adrenoreceptor affinity. In experiments with rats or rabbits, Naftopidil was shown to be more potent and selective for the urodynamic effect than the hypotensive effect. Aromatic or aliphatic hydroxylation are the major routes of metabolism, producing metabolites with a profile similar to the parent compound.

Chemical Properties

Off-White Solid

Originator

Boehringer Mannheim (Germany)

Uses

Naftopidil is an α-1-adrenergic receptor antagonist. Naftopidil is used as an antihypertensive.

Uses

A α-1-Adrenergic receptor antagonist, antihypertensive.

Uses

antihypertensive, alpha-blocker, 5HT1a agonist

Definition

ChEBI: Naftopidil is a member of piperazines.

brand name

Avishot;Flivas

Biological Activity

An α 1 -adrenoceptor antagonist with only weak antagonism at post-junctional α 2 receptors; a potent, persistent antihypertensive and vasodilator.

Synthesis

2-[(1-Naphthyloxy)methyl]oxirane

2461-42-9

1-(2-Methoxyphenyl)piperazine

35386-24-4

Naftopidil dihydrochloride

57149-07-2

The general procedure for the synthesis of 1-(4-(2-methoxyphenyl)piperazin-1-yl)-3-(naphthalen-1-yloxy)propan-2-ol from 3-(1-naphthyloxy)-1,2-epoxypropane and 1-(2-methoxyphenyl)piperazine was as follows: with reference to the synthesis of Example 1 (RS)-naphthalenophenedil (HUHS1001), to a solution of 2-((1-naphthyloxy)methyl) ethylene oxide (100 mg, 0.50 mmol) to a solution of 2-(2-methoxyphenyl)piperazine (95 μL, 0.60 mmol) in ethanol (1 mL). The reaction mixture was stirred at room temperature for 1 hour. Subsequently, the reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography to afford (RS)-naphthodil (199 mg, 100% yield). The structure of the product was confirmed by 1H-NMR (400 MHz, CDCl3) and ESI-HRMS (cation, sodium formate).1H-NMR data were as follows: δ 2.72-2.76 (m, 4H), 2.92-2.95 (m, 2H), 3.09-3.18 (m, 4H), 3.87 (s, 3H), 4.16 (dd, J = 9.6 and 5.0 Hz, 1H), 4.24 (dd, J = 9.6 and 5.0 Hz, 1H), 4.28-4.34 (m, 1H), 6.84 (d, J = 7.8 Hz, 1H), 6.87 (d, J = 7.8 Hz, 1H), 6.91-6.98 (m, 2H), 7.00-7.04 (m, 1H), 7.39 (t , J = 8.2 Hz, 1H), 7.44 (d, J = 8.2 Hz, 1H), 7.47-7.51 (m, 2H), 7.79-7.81 (m, 1H), 8.26-8.29 (m, 1H).ESI-HRMS (cation, sodium formate) Calculated value: C24H29N2O3 ([M + H]+) m/z 393.2173 , measured value 393.2148.

References

[1] Patent: US2015/353473, 2015, A1. Location in patent: Paragraph 0179-0181
[2] Patent: JP6041303, 2016, B2. Location in patent: Paragraph 0064-0066
[3] Journal of Organic Chemistry, 2007, vol. 72, # 10, p. 3713 - 3722
[4] Patent: US3997666, 1976, A

Naftopidil dihydrochloride Preparation Products And Raw materials

Raw materials

Sodium hydroxide Epichlorohydrin Tetrabutylammonium bromide 1-Naphthol 1-(2-Methoxyphenyl)piperazine
2-[(1-Naphthyloxy)methyl]oxirane

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Preparation Products

Naftopidil dihydrochloride Suppliers

Global( 391)Suppliers
Supplier Tel Email Country ProdList Advantage
Shanghai Boyle Chemical Co., Ltd. 021-50182298 021-50180596 sales@boylechem.com China 2202 55
J & K SCIENTIFIC LTD. 18210857532 18210857532 jkinfo@jkchemical.com China 96815 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 4006356688 18621169109 market03@meryer.com China 40202 62
3B Pharmachem (Wuhan) International Co.,Ltd. 18930552037 3bsc@sina.com China 15813 69
TCI (Shanghai) Development Co., Ltd. 021-67121386 Sales-CN@TCIchemicals.com China 24512 81
Energy Chemical 400-0056266 sales8178@energy-chemical.com China 44850 61
Adamas Reagent, Ltd. 400-6009262 15618770481 yhx@titansci.com China 14098 59
LGM Pharma 1-(800)-881-8210 inquiries@lgmpharma.com United States 2110 70
Shanghai Longsheng chemical Co.,Ltd. 58099637 13585536065 sales@shlschem.com China 9880 59
Chemsky（shanghai）International Co.,Ltd. 021-50135380 shchemsky@sina.com China 32273 50
Supplier Advantage
Shanghai Boyle Chemical Co., Ltd. 55
J & K SCIENTIFIC LTD. 76
Meryer (Shanghai) Chemical Technology Co., Ltd. 62
3B Pharmachem (Wuhan) International Co.,Ltd. 69
TCI (Shanghai) Development Co., Ltd. 81
Energy Chemical 61
Adamas Reagent, Ltd. 59
LGM Pharma 70
Shanghai Longsheng chemical Co.,Ltd. 59
Chemsky（shanghai）International Co.,Ltd. 50

View Lastest Price from Naftopidil dihydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Naftopidil dihydrochloride pictures 2026-09-11 Naftopidil dihydrochloride
57149-07-2
 100g 99.0% 50kg/month WUHAN FORTUNA CHEMICAL CO., LTD
Naftopidil pictures 2026-06-15 Naftopidil
57149-07-2
 $40.00 99.97% 10g TargetMol Chemicals Inc.
Naftopidil pictures 2026-06-15 Naftopidil
57149-07-2
 $40.00 99.97% 10g TargetMol Chemicals Inc.
  • Naftopidil pictures
  • Naftopidil
    57149-07-2
  • $40.00
  • 99.97%
  • TargetMol Chemicals Inc.
  • Naftopidil pictures
  • Naftopidil
    57149-07-2
  • $40.00
  • 99.97%
  • TargetMol Chemicals Inc.

Naftopidil dihydrochloride Spectrum

Naftopidil dihydrochloride(57149-07-2)1HNMR

57149-07-2(Naftopidil dihydrochloride)Related Search:

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Piperacillin Thiophanate-methyl Kresoxim-methyl

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(+-)-1-(4-(2-methoxyphenyl)piperazinyl)-3-(1-naphthyloxy)propan-2-ol 4-(2-methoxyphenyl)-alpha-((1-naphthalenyloxy)methyl)-1-pioerazineethano 4-(2-methoxyphenyl)-alpha-((1-naphthalenyloxy)methyl)-1-pioerazineethanol kt-611 NAFTOPIDIL DIHYDROCHLORIDE (KT-611) A1 A DRENOCEPTOR ANTAG 1-[4-(2-methoxyphenyl)-1-piperazinyl]-3-(1-naphthalenyloxy)-2-propanol dihydrochloride Nafitopidil Naftopidil dihydrochloride/Naftopidil NafTopIDi1 4-(2-Methoxyphenyl)-alpha-[(1-naphthalenyloxy)methyl]-1-piperazineethanol dihydrochloride Naftopidil dihydrochloride Avishot Flivas Naftopidil Dihydrochloride See: N213501 rac-4-(2-Methoxyphenyl)-a-[(1-naphthalenyloxy)methyl]-1-piperazineethanol Dihydrochloride 4-(2-Methoxyphenyl)-a-[(1-naphthalenyloxy)methyl]-1-piperazineethanol, 4-(2-methoxyphenyl)-α-[(1-naphthalenyloxy)methyl]-1-piperazineethanol dihydrochloride 1-Piperazineethanol, 4-(2-methoxyphenyl)-a-[(1-naphthalenyloxy)methyl]- (9CI) 3-[4-(2-Methoxyphenyl)piperazinyl]-1-naphthyloxypropan-2-ol Naftopidil and intermediates 1-[4-(2-Methoxyphenyl)piperazin-1-yl]-3-naphthalen-1-yloxy-propan-2-ol (R)-1-(1-Naphtyloxy)-3-[4-(2-methoxyphenyl)piperazino]-2-propanol [R,(+)]-1-[4-(2-Methoxyphenyl)-1-piperazinyl]-3-(1-naphtyloxy)-2-propanol (S)-1-(1-Naphtyloxy)-3-[4-(2-methoxyphenyl)piperazino]-2-propanol [S,(-)]-1-[4-(2-Methoxyphenyl)-1-piperazinyl]-3-(1-naphtyloxy)-2-propanol 1-[4-(2-Methoxyphenyl)-1-piperazinyl]-3-(1-naphtyloxy)-2-propanol 4-(2-Methoxyphenyl)-α-[(naphthalen-1-yloxy)methyl]piperazine-1-ethanol 4-(2-Methoxyphenyl)-α-[(1-naphthalenyloxy)methyl]-1-piperazineethanol hydrochloride hydrate 4-(2-Methoxyphenyl)-α-[(1-naphthalenyloxy)methyl]-1-piperazineethanolhydrochloride rac-4-(2-Methoxyphenyl)-α-[(1-naphthalenyloxy)methyl]-1-piperazineethanol Dihydrochloride 4-(2-Methoxyphenyl)-α-[(1-naphthalenyloxy)methyl]-1-piperazineethanol, KT-611, 4-(2-Methoxyphenyl)-α-[(1-naphthalenyloxy)methyl]-1-piperazineethanol hydrate hydrochloride Naftopidil hydrate hydrochloride BM-15275 Naftopidil(Flivas) CAS No:57149-07-2 1-Piperazineethanol,4-(2-Methoxyphenyl)-a-[(1-naphthalenyloxy)Methyl]- Naftopiil Naftopil Naftopidil hydrochloride hydrate 1-[4-(2-Methoxyphenyl)piperazin-1-yl]-3-(1-naphthyloxy)propan-2-ol Naftopidil, 98%, a selective α1-adrenergic receptor antagonist Naftopidil> Naftopidil Naftopidil Naftopidil,>98% 1-Piperazineethanol, 4-(2-methoxyphenyl)-α-[(1-naphthalenyloxy)methyl]- 4-(2-Methoxyphenyl)-alpha-[(1-naphthalenyloxy)methyl]-1-piperazineethanol Naftopidil hydrochlo Naftopidil D7Q: What is Naftopidil D7 Q: What is the CAS Number of Naftopidil D7 Q: What is the storage condition of Naftopidil D7 Q: What are the applications of Naftopidil D7 NaftopidilQ: What is Naftopidil Q: What is the CAS Number of Naftopidil Q: What is the storage condition of Naftopidil Q: What are the applications of Naftopidil Naftopidil, ≥ 98.0% Naftopidil hydrochloride, alpha1 Adrenoceptor antagonist Naftopidil, 10 mM in DMSO Naftopidil - Bio-X ? NAFTOPIDIL 57149-07-2 7149-07-2 87233-19-2 C24H28N2O3