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{{Short description|Chemical compound}}
{{drugbox |
{{Drugbox
| IUPAC_name = 2-(dibutylamino)-2-(4-methoxyphenyl)acetamide
| Verifiedfields = changed
| image = Ambucetamide.svg
| verifiedrevid = 447616955
| CAS_number = 519-88-0
| IUPAC_name = 2-(dibutylamino)-2-(4-methoxyphenyl)acetamide
| ATC_prefix =
| image = Ambucetamide.svg
| ATC_suffix =

| PubChem = 10616
<!--Clinical data-->
| DrugBank =
| chemical_formula =
| tradename =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->
| C=17|H=28|N=2|O=2
| pregnancy_US = <!-- A / B / C / D / X -->
| molecular_weight = 292.417 g·mol<sup>−1</sup>
| pregnancy_category =
| bioavailability =
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| protein_bound =
| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII -->
| metabolism =
| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| elimination_half-life =
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| excretion =
| legal_status =
| smiles = CCCCN(CCCC)C(C1=CC=C(C=C1)OC)C(=O)N
| routes_of_administration =
| pregnancy_AU = <!-- A / B1 / B2 / B3 / C / D / X -->

| pregnancy_US = <!-- A / B / C / D / X -->
<!--Pharmacokinetic data-->
| pregnancy_category=
| bioavailability =
| legal_AU = <!-- Unscheduled / S2 / S3 / S4 / S5 / S6 / S7 / S8 / S9 -->
| protein_bound =
| legal_CA = <!-- / Schedule I, II, III, IV, V, VI, VII, VIII -->
| metabolism =
| legal_UK = <!-- GSL / P / POM / CD / Class A, B, C -->
| elimination_half-life =
| legal_US = <!-- OTC / Rx-only / Schedule I, II, III, IV, V -->
| excretion =
| legal_status =

| routes_of_administration =
<!--Identifiers-->
| CAS_number_Ref = {{cascite|correct|??}}
| CAS_number = 519-88-0
| ATC_prefix = none
| ATC_suffix =
| PubChem = 10616
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 2104638
| DrugBank_Ref = {{drugbankcite|correct|drugbank}}
| DrugBank =
| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}}
| ChemSpiderID = 10171
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 131B408RZI

<!--Chemical data-->
| chemical_formula =
| C=17 | H=28 | N=2 | O=2
| smiles = O=C(N)C(c1ccc(OC)cc1)N(CCCC)CCCC
| StdInChI_Ref = {{stdinchicite|correct|chemspider}}
| StdInChI = 1S/C17H28N2O2/c1-4-6-12-19(13-7-5-2)16(17(18)20)14-8-10-15(21-3)11-9-14/h8-11,16H,4-7,12-13H2,1-3H3,(H2,18,20)
| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}}
| StdInChIKey = WUSAVCGXMSWMQM-UHFFFAOYSA-N
}}
}}


'''Ambucetamide''' is an [[antispasmodic]] found to be particularly effective for the relief of [[menstrual]] pain. It was discovered in 1953 by [[Paul Janssen]].
'''Ambucetamide''' is an [[antispasmodic]] found to be particularly effective for the relief of [[menstrual pain]]. It was discovered in 1953 by [[Paul Janssen]].


==References==
==References==
{{Reflist}}
* Hoekstra JB, Fisher DS, Cull KM, Tisch DE, Dickison HL., Studies with a uterine antispasmodic, ambucetamide, J Am Pharm Assoc Am Pharm Assoc (Baltim). 1957 Sep;46(9):564-8.
* {{cite journal | vauthors = Hoekstra JB, Fisher DS, Cull KM, Tisch DE, Dickison HL | title = Studies with a uterine antispasmodic, ambucetamide | journal = Journal of the American Pharmaceutical Association | volume = 46 | issue = 9 | pages = 564–568 | date = September 1957 | pmid = 13491452 | doi = 10.1002/jps.3030460915 }}
* Pickles VR, Clitheroe HJ., The effects of ambucetamide on human myometrial and other preparations, and its antagonism to the menstrual stimulant, Br J Pharmacol Chemother. 1960 Mar;15:128-30.
* {{cite journal | vauthors = Pickles VR, Clitheroe HJ | title = The effects of ambucetamide on human myometrial and other preparations, and its antagonism to the menstrual stimulant | journal = British Journal of Pharmacology and Chemotherapy | volume = 15 | issue = 1| pages = 128–30 | date = March 1960 | pmid = 14432761 | pmc = 1481989 | doi = 10.1111/j.1476-5381.1960.tb01220.x | url = }}

[[Category:Antispasmodics]]
[[Category:Acetamides]]
[[Category:4-Methoxyphenyl compounds]]
[[Category:Janssen Pharmaceutica]]
[[Category:Belgian inventions]]



{{genito-urinary-drug-stub}}
[[Category:Drugs]]
{{drug-stub}}

Latest revision as of 19:59, 23 September 2024

Ambucetamide
Clinical data
ATC code
  • none
Identifiers
  • 2-(dibutylamino)-2-(4-methoxyphenyl)acetamide
CAS Number
PubChem CID
ChemSpider
UNII
ChEMBL
CompTox Dashboard (EPA)
ECHA InfoCard100.007.527 Edit this at Wikidata
Chemical and physical data
FormulaC17H28N2O2
Molar mass292.423 g·mol−1
3D model (JSmol)
  • O=C(N)C(c1ccc(OC)cc1)N(CCCC)CCCC
  • InChI=1S/C17H28N2O2/c1-4-6-12-19(13-7-5-2)16(17(18)20)14-8-10-15(21-3)11-9-14/h8-11,16H,4-7,12-13H2,1-3H3,(H2,18,20) checkY
  • Key:WUSAVCGXMSWMQM-UHFFFAOYSA-N checkY
 ☒NcheckY (what is this?)  (verify)

Ambucetamide is an antispasmodic found to be particularly effective for the relief of menstrual pain. It was discovered in 1953 by Paul Janssen.

References

[edit]
  • Hoekstra JB, Fisher DS, Cull KM, Tisch DE, Dickison HL (September 1957). "Studies with a uterine antispasmodic, ambucetamide". Journal of the American Pharmaceutical Association. 46 (9): 564–568. doi:10.1002/jps.3030460915. PMID 13491452.
  • Pickles VR, Clitheroe HJ (March 1960). "The effects of ambucetamide on human myometrial and other preparations, and its antagonism to the menstrual stimulant". British Journal of Pharmacology and Chemotherapy. 15 (1): 128–30. doi:10.1111/j.1476-5381.1960.tb01220.x. PMC 1481989. PMID 14432761.