ChemicalBook >> CAS DataBase List >>Amoxapine


Chemical Name:
amoxan;Defanyl;Moxadil;Asendin;Asendis;cl67772;Demolox;Ascendin;CL 67772;AMOXAPINE
Molecular Formula:
Molecular Weight:
MDL Number:
MOL File:
Last updated:2023-09-20 16:43:00

Amoxapine Properties

Melting point 175-1760C
Boiling point 469.9±55.0 °C(Predicted)
Density 1.2613 (rough estimate)
refractive index 1.5800 (estimate)
Flash point 9℃
storage temp. Keep in dark place,Inert atmosphere,Room temperature
solubility methanol: soluble
form Solid
pka pKa 7.6 (Uncertain)
color Crystals from benzene/pet ether
Merck 14,576
Stability Stable under recommended storage conditions., Stable Under Recommended Storage C
CAS DataBase Reference 14028-44-5(CAS DataBase Reference)
NIST Chemistry Reference Amoxapine(14028-44-5)
Proposition 65 List Amoxapine
ATC code N06AA17


Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
Signal word  Warning
Hazard statements  H302
Precautionary statements  P264-P270-P301+P312-P501
Hazard Codes  Xn
Risk Statements  22
Safety Statements  36
RIDADR  3249
WGK Germany  3
RTECS  HQ4025500
HazardClass  6.1(b)
PackingGroup  III
HS Code  2934990002
Toxicity LD50 in mice (mg/kg): 122 i.p.; 112 orally (Howell, 1972)

Amoxapine price More Price(39)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich A129 Amoxapine 14028-44-5 5g $919 2023-06-20 Buy
Sigma-Aldrich A-123 Amoxapine 1.0?mg/mL in methanol, certified reference material, Cerilliant? 14028-44-5 1mL $69 2022-05-15 Buy
Sigma-Aldrich 1031401 Amoxapine United States Pharmacopeia (USP) Reference Standard 14028-44-5 200mg $400 2022-05-15 Buy
TCI Chemical A2499 Amoxapine >97.0%(GC)(T) 14028-44-5 1g $128 2023-06-20 Buy
TCI Chemical A2499 Amoxapine >97.0%(GC)(T) 14028-44-5 5g $423 2021-12-16 Buy
Product number Packaging Price Buy
A129 5g $919 Buy
A-123 1mL $69 Buy
1031401 200mg $400 Buy
A2499 1g $128 Buy
A2499 5g $423 Buy

Amoxapine Chemical Properties,Uses,Production


Amoxapine is a tetracyclic antidepressant with a wide range of pharmacological effects. It inhibits norepinephrine and serotonin reuptake, binding the respective transporters with Kd values of 16 and 58 nM. It has also been shown to act as either an antagonist or inverse agonist at serotonin 5-HT2A, 2B, 2C, 3, 6, 7 (Kis = 1 and 2 nM for 5-HT2A and 5-HT2C, respectively), dopamine D2, 3, 4 (Kd = 160 nM for D2), α1-adrenergic (Kd = 50 nM), and histamine H1 (Kd = 25 nM) receptors.

Chemical Properties

Crystalline Solid




A tricyclic norepinephrine uptake inhibitor


antidepressant, inhibits norepinephrine uptake


Amoxapine is intended more for relieving symptoms in patients with neurotic or situational depression. It has a number of serious side effects.


ChEBI: A dibenzooxazepine compound having a chloro substituent at the 2-position and a piperazin-1-yl group at the 11-position.

Manufacturing Process

A mixture of 125 g of o-(p-chlorophenoxy)aniline hydrochloride and 100 ml of dry pyridine is treated cautiously with a solution of 90 ml of ethyl chlorocarbonate in 150 ml of ether. The mixture is kept at room temperature for 3 days, diluted with about 500 ml of water and extracted with 300 ml of ether, The ethereal extract is washed with 300 ml of water, dried over calcium chloride, filtered and concentrated. The resulting ethyl o-(pchlorophenoxy) carbanilate is obtained in a viscous oil suitable for use in the next step without further purification.
A solution of 70 g of ethyl o-(p-chlorophenoxy)carbanilate and 120 g of Ncarbethoxypiperazine in 100 ml of benzene containing a little sodium methoxide is heated on a steam bath for about 5 days. The solvent is removed by distillation and the residue is triturated with water. The resulting solid is dissolved in ether and dried over sodium sulfate. Filtration and concentration then yields ethyl 4-[[o-(p-chlorophenoxy)phenyl]carbamoyl]-1- piperazinecarboxylate, melting at 89°C to 91°C, and suitable for cyclization.
A mixture of 10 g of the above piperazine carboxylate ester, 8 g of phosphorus pentoxide and 20 ml of phosphorus oxychloride is heated under reflux for about 1 day, diluted with 100 ml each of chloroform and benzene and quenched with 200 g of ice. The mixture is made basic with 10% sodium hydroxide. The organic layer is isolated and extracted with 150 ml of dilute hydrochloric acid. The product is precipitated from the aqueous layer by addition of 10% sodium hydroxide, extracted with benzene and dried over potassium carbonate. Recrystallization from benzene-petroleum ether gives 2- chloro-11-(1-piperazinyl)dibenz[b,f][1,4]oxazepine which melts at 175°C to 176°C.

brand name

Asendin (Lederle).

Therapeutic Function


General Description

Consideration of the structure of amoxapine, 2-chloro-11-(1-piperazinyl)dibenz-[b,f] [1,4]oxazepine (Asendin), reinforcesthe fact that many antidepressants are very closelyrelated to antipsychotics. Indeed, some, including amoxapine,have significant effects at D2 receptors. The Nmethyl–substituted relative of amoxapine is the antipsychoticloxapine (Loxitane). The 8-hydroxy metabolite ofamoxapine is reportedly active as an antidepressant and asa D2 receptor blocker.

Mechanism of action

Additionally, it is the N-desmethyl metabolite of the antipsychotic loxapine. Amoxapine differs structurally from the other secondary TCAs in that it has both a nitrogen and an oxygen atom in its 7-membered central ring and a piperazinyl ring rather than a propylamino side chain attached to the central ring.Amoxapine is a less potent inhibitor of neuronal NE reuptake compared with the other secondary TCAs, with a mechanism of action similar to that of desipramine.


The antidepressant action of amoxapine is comparable to that of imipramine and amitriptyline. It exhibits antagonistic activity on dopamine (D2) receptors.


Amoxapine shares the toxic potentials of the TCAs, and the usual precautions of TCA administration should be observed. Amoxapine resembles the atypical antipsychotic drugs in its intermediate affinity as an antagonist of dopamine-2 and of 5-HT2 receptors. Amoxapine is rapidly and almost completely absorbed from the gastrointestinal (GI) tract. Amoxapine and its 8-hydroxyamoxapine metabolite have been detected in human milk at concentrations below steady-state therapeutic concentrations.

Clinical Use

Amoxapine is a dibenzoxazepine TCA with antidepressant and antipsychotic effects that has shown therapeutic effectiveness in patients with delusional depression.

Safety Profile

Poison by ingestion andintraperitoneal routes. Human systemic effects byingestion: acute renal failure, acute tubular necrosis, BPlowering, coma, convulsions, decreased body temperature,EKG changes, excitement, fasciculations, heart ratechanges, hype


Amoxapine, 2-chloro-11-(1-piperazinyl)-dibenz[b,f]oxazepine (7.3.2), is a direct analog of the neuroleptic loxapine (6.5.3), differing only in the absence of a methyl group in the piperazine region of the molecule. On the other hand, it could be included in the class of tricyclic antidepressants, the main difference being the presence of a side chain on the central 7-membered ring of the tricyclic system. Amoxapine, like loxapine, is synthesized from 2-(4-chlorobenzoxy)aniline, which as in loxapine synthesis is acidified with chlorocarbonic acid into (6.5.1) and further transformed into ureide (7.3.1) upon reaction with 1-carboethoxypiperazine. Cyclization by a mixture of phosphorous pentoxide and phosphorous oxychloride into the dibenzoxazepine and subsequent alkaline hydrolysis gives amoxapine (7.3.2) [50¨C53].



Amoxapine has the shortest elimination time (~8 hours) of the secondary TCAs. It is metabolized in the liver principally to 8-hydroxyamoxapine and to 7-hydroxyamoxapine. Both of these metabolites are pharmacologically active and have half-lives of 30 and 6.5 hours, respectively. The hydroxylation of amoxapine is inhibited by ketoconazole, suggesting the involvement of CYP3A4."

Amoxapine Preparation Products And Raw materials

Global( 213)Suppliers
Supplier Tel Email Country ProdList Advantage
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 China 21975 55
Hubei Jusheng Technology Co.,Ltd.
18871490254 CHINA 28184 58
+8618523575427 China 47427 58
career henan chemical co
+86-0371-86658258 China 29829 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 United States 19894 58
Hubei Ipure Biology Co., Ltd
+8618062405514 China 10327 58
Hefei TNJ Chemical Industry Co.,Ltd.
0551-65418671 CHINA 34572 58
86-571-88216897,88216896 13588875226 CHINA 6313 58
+8618071025641 China 23339 58
0571-85134551 CHINA 15442 58

View Lastest Price from Amoxapine manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Amoxapine pictures 2021-07-13 Amoxapine
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
Amoxapine pictures 2021-07-10 Amoxapine
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
Amoxapine pictures 2019-12-24 Amoxapine
US $1.00 / KG 1KG 99% 1000KGS Career Henan Chemical Co
  • Amoxapine pictures
  • Amoxapine
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  • Amoxapine pictures
  • Amoxapine
  • US $15.00-10.00 / KG
  • 99%+ HPLC
  • Zhuozhou Wenxi import and Export Co., Ltd
  • Amoxapine pictures
  • Amoxapine
  • US $1.00 / KG
  • 99%
  • Career Henan Chemical Co

Amoxapine Spectrum

Moxadil AMOXAPINE 2-CHLORO-11-(1-PIPERAZINYL)DIBENZ(B,F)(1,4)OXAZEPINE AMOXAPINE TRICYCLIC ANTIDEPRESS Defanyl 8-Chloro-6-piperazin-1-ylbenzo[b][1,5]benzoxazepine ENC2378671 2-Chloro-11-(1-piperazinyl)dibenzo[b,f][1,4] Amixapine (Minimum Pack) Amoxapine (200 mg) 13-chloro-10-(piperazin-1-yl)-2-oxa-9-azatricyclo[^{3,8}]pentadeca-1(15),3,5,7,9,11,13-heptaene 2-chloro-11-(piperazin-1-yl)dibenzo[b,f][1,4]oxazepine 2-Chloro-11-(1-piperazinyl)dibenzo[b,f][1,4]oxazepine amoxan Amoxepine Ascendin Asendin Asendis CL 67772 CL-67.772 cl67772 Demolox Dibenz[b,f][1,4]oxazepine, 2-chloro-11-(1-piperazinyl)- f)(1,4)oxazepine,2-chloro-11-(1-piperazinyl)-dibenz( Amoxapine > Amoxapine Amoxapine AmoxapineQ: What is Amoxapine Q: What is the CAS Number of Amoxapine Q: What is the storage condition of Amoxapine Q: What are the applications of Amoxapine high quality Amoxapine Amoxapine (1031401) 8-chloro-6-(1-piperazinyl)benzo[b][1,4]benzoxazepine Amoxapine/CL-67772 14028-44-5 C17H16ClN3O ASENDIN Adrenoceptor Intermediates & Fine Chemicals Pharmaceuticals