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Meptazinol

Product Name
Meptazinol
CAS No.
54340-58-8
Chemical Name
Meptazinol
Synonyms
Meptalol;MeptaMizol;MEPTAZINOL;Meptazinol A;Meptazinol-13C-d3;Meptazinol USP/EP/BP;MEPTAZINOL 54340-58-8;3-(3-ethyl-1-Methylazepan-3-yl)phenol;3-(1-Methyl-3-ethylhexahydro-1H-azepine-3-yl)phenol;3-(3-ethylhexahydro-1-methyl-1h-azepin-3-yl)-phenol
CBNumber
CB8841562
Molecular Formula
C15H23NO
Formula Weight
233.35
MOL File
54340-58-8.mol
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Meptazinol Property

Melting point:
127-133°C
Boiling point:
354.8±35.0 °C(Predicted)
Density 
0.997
pka
9.95±0.10(Predicted)
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

American Custom Chemicals Corporation
Product number
API0008709
Product name
MEPTAZINOL
Purity
95.00%
Packaging
1MG
Price
$460
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0008709
Product name
MEPTAZINOL
Purity
95.00%
Packaging
5MG
Price
$518
Updated
2021/12/16
American Custom Chemicals Corporation
Product number
API0008709
Product name
MEPTAZINOL
Purity
95.00%
Packaging
10MG
Price
$574
Updated
2021/12/16
Chemenu
Product number
CM200523
Product name
3-(3-ethyl-1-methylazepan-3-yl)phenol
Purity
97%
Packaging
5g
Price
$505
Updated
2021/12/16
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Meptazinol Chemical Properties,Usage,Production

Originator

Meptid,Wyeth,UK,1983

Uses

Analgesic.

Definition

ChEBI: 3-(3-ethyl-1-methyl-3-azepanyl)phenol is a member of azepanes.

Manufacturing Process

2-(m-Methoxyphenyl)butyronitrile in dry ether was added to a stirred suspension of sodium amide in liquid ammonia. The mixture was stirred for 30 minutes then ethyl-4-iodobutyrate (99.25 g, 0.4 mol) in dry ether (200 ml) was added dropwise. The mixture was stirred at the temperature of refluxing liquid ammonia for 5 hours. Ammonium chloride (10 g) was added and the mixture allowed to warm to room temperature. Water (300 ml) was added, the organic layer separated, washed with water, 2 N sulfuric acid and water. After drying over magnesium sulfate and removing the ether, the product was distilled yielding ethyl 5-cyano-5-(mmethoxyphenyl)heptanoate.
That material was hydrogenated in cyclohexane using a Raney nickel catalyst. The product after distillation was recrystallized from ethyl acetate affording 10.0 g of 6-ethyl-(m-methoxyphenyl)hexahydro-2H-azepin-2one, MP 87°C to 88°C.
The azepinone (9.1 g) in dry tetrahydrofuran (50 ml) and ether (50 ml) was added dropwise to a stirred suspension of aluminum lithium hydride (7.5 g) in dry ether (50 ml). After heating under reflux for 3 hours the reaction mixture was worked up and distilled yielding 7.66 g of a compound which was a colorless oil, BP 108°C to 110°C/0.01 mm.
That product was then heated under reflux with 50% hydrobromic acid for 1.5 hours. The reaction mixture was evaporated to dryness and reevaporated with three portions of propan-2-ol. The oil obtained was dissolved in propan-2-ol and diluted with ether. 3-Ethyl-3-(m-hydroxyphenyl)hexahydro-1H-azepine was obtained. That material in turn was reductively methylated by hydrogenation in the presence of formaldehyde in absolute ethanol solution to give 3-ethyl-3-(m-methoxyphenyl)-1-methylhexahydro-1H-azepine.
The methoxy group was converted to a hydroxy group by refluxing with 80% HBr giving meptazinol hydrobromide.

Therapeutic Function

Analgesic

Clinical Use

Opioid analgesic used for moderate to severe pain

Drug interactions

Potentially hazardous interactions with other drugs
Antidepressants: possible CNS excitation or depression with MAOIs - avoid; possible CNS excitation or depression with moclobemide; possibly increased sedative effects with tricyclics.
Antihistamines: increased sedative effects with sedating antihistamines.
Antipsychotics: enhanced hypotensive and sedative effects.
Dopaminergics: avoid with selegiline.
Nalmefene: avoid concomitant use.
Sodium oxybate: enhanced effect of sodium oxybate - avoid

Metabolism

Meptazinol is extensively metabolised in the liver and is excreted mainly in the urine as the glucuronide conjugate. Less than 10% of a dose has been recovered from the faeces.

Meptazinol Preparation Products And Raw materials

Raw materials

Preparation Products

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Meptazinol Suppliers

China DongFan Chemical Co.,LTD
Tel
86-0571-85151182
Fax
86-0571-85151182
Country
China
ProdList
5691
Advantage
66
BOC Sciences
Tel
1-631-485-4226; 16314854226
Email
info@bocsci.com
Country
United States
ProdList
14055
Advantage
65
NCE Biomedical Co.,Ltd.
Tel
4000-027-021 |24 +86-13986109188 | +86-15623472865 | +81-08033611988
Fax
+86-27-87599188
Country
China
ProdList
1493
Advantage
55
Credit Asia Chemical Co., Ltd.
Tel
+86 (21) 61124340
Fax
+86 (21) 6129-4103
Country
China
ProdList
9756
Advantage
58
LETOPHARM LIMITED
Tel
+86-21-5821 5861
Fax
+86-21-5106 2861
Email
sales@letopharm.com
Country
China
ProdList
2384
Advantage
58
BOC Sciences
Tel
16314854226
Email
info@bocsci.com
Country
United States
ProdList
9923
Advantage
65
Shenzhen Simeiquan Biotechnology Co. Ltd
Tel
18126413629 0755-23311925 2355327053
Fax
0755-23311925
Email
abel@ycgmp.com
Country
China
ProdList
5113
Advantage
58
Amadis Chemical Company Limited
Tel
571-89925085
Fax
0086-571-89925065
Email
sales@amadischem.com
Country
China
ProdList
131957
Advantage
58
Shenzhen Sendi Biological Technology Co., Ltd.
Tel
18124570582 TEL:0755-23574479 2355327139
Fax
0755-23229476 QQ: 2355327139
Email
siliao02@yccreate.com
Country
China
ProdList
6116
Advantage
58
Shenzhen SUNGENING Bio-Medical Co., Ltd.
Tel
0755-28967200 13631290199
Fax
0755-28967200
Email
wxf@sungening.com
Country
China
ProdList
9578
Advantage
60
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View Lastest Price from Meptazinol manufacturers

Zhejiang J&C Biological Technology Co.,Limited
Product
Meptazinol 54340-58-8
Price
US $0.00/gram
Min. Order
1gram
Purity
99%
Supply Ability
10kg
Release date
2022-02-17
Dideu Industries Group Limited
Product
Meptazinol 54340-58-8
Price
US $1.10/g
Min. Order
1g
Purity
99.9%
Supply Ability
100 Tons Min
Release date
2021-06-16
Career Henan Chemical Co
Product
Meptazinol 54340-58-8
Price
US $2.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-25

54340-58-8, MeptazinolRelated Search:


  • MEPTAZINOL
  • 3-(3-ethylhexahydro-1-methyl-1h-azepin-3-yl)-phenol
  • 3-(1-Methyl-3-ethylhexahydro-1H-azepine-3-yl)phenol
  • (+/-)-3-(3-ethyl-1-Methylhexahydro-1H-azepin-3-yl)phenol
  • Meptazinol A
  • 3-(3-ethyl-1-Methylazepan-3-yl)phenol
  • MeptaMizol
  • Meptazinol-13C-d3
  • Phenol, 3-(3-ethylhexahydro-1-methyl-1H-azepin-3-yl)-
  • Meptazinol USP/EP/BP
  • MEPTAZINOL 54340-58-8
  • Meptalol
  • 54340-58-8