94424-50-7 Usage
Description
Quinagolide hydrochloride is a potent and specific non-ergot dopamine D2 agonist, primarily used for the treatment of hyperprolactinemia. It effectively inhibits prolactin secretion by human pituitary tumors and hyperprolactinemia, both in vitro and in vivo. A daily dose as low as 60 pg can achieve a pronounced and prolonged suppressive effect on serum prolactin and growth hormone secretion. Quinagolide hydrochloride also provides relief from associated effects such as infertility, galactorrhea, oligomenorrhea, amenorrhea, loss of libido, and impotence. Compared to the most widely used antiprolactin, bromocriptine, quinagolide hydrochloride is more potent in vivo with a longer duration of action and fewer side effects. Additionally, it has been shown to suppress growth hormone secretion in acromegalic patients, making it a potential alternative therapy for acromegaly.
Uses
Used in Pharmaceutical Industry:
Quinagolide hydrochloride is used as a prolactin inhibitor for the treatment of hyperprolactinemia. It helps in managing the symptoms and complications associated with elevated prolactin levels, such as infertility, galactorrhea, oligomenorrhea, amenorrhea, loss of libido, and impotence.
Used in Endocrinology:
Quinagolide hydrochloride is used as an alternative therapy for acromegaly, a condition characterized by excessive growth hormone secretion. Its ability to suppress growth hormone secretion makes it a potential treatment option for acromegalic patients.
Originator
Sandoz (Switzerland)
Check Digit Verification of cas no
The CAS Registry Mumber 94424-50-7 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 9,4,4,2 and 4 respectively; the second part has 2 digits, 5 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 94424-50:
(7*9)+(6*4)+(5*4)+(4*2)+(3*4)+(2*5)+(1*0)=137
137 % 10 = 7
So 94424-50-7 is a valid CAS Registry Number.
InChI:InChI=1/C20H33N3O3S.ClH/c1-4-10-22-14-17(21-27(25,26)23(5-2)6-3)11-16-12-18-15(13-19(16)22)8-7-9-20(18)24;/h7-9,16-17,19,21,24H,4-6,10-14H2,1-3H3;1H/t16-,17+,19-;/m1./s1
94424-50-7Relevant articles and documents
Synthesis of 3-Azidopiperidine Skeleton Employing Ceric Ammonium Nitrate (CAN)-Mediated Regioselective Azidoalkoxylation of Enol Ether: Total Synthesis of D2 Receptor Agonist (±)-Quinagolide
Chavan, Subhash P.,Kadam, Appasaheb L.,Lasonkar, Pradeep B.,Gonnade, Rajesh G.
, p. 7011 - 7014 (2018)
The total synthesis of (±)-quinagolide, which is a D2 receptor agonist, was accomplished via a ceric ammonium nitrate (CAN)-mediated regioselective azidoalkoxylation of enol ether route. Key features of the synthesis include Claisen rearrangement, PPTS (pyridinium p-toluenesulfonate)-catalyzed one-pot acetal deprotection, followed by a diastereoselective Henry reaction, which enables construction of the required trans ring junction and CAN-mediated regioselective azidoalkoxylation of enol ether. The PPTS-catalyzed intramolecular diastereoselective Henry reaction to fix three contiguous stereocenters on tetrahydronaphthalene and the first-of-its-kind synthesis of the 3-azidopiperidine skeleton, using a CAN-mediated regioselective azidoalkoxylation of enol ether, are important findings of the present work.
