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Hydroxyprogesteroncaproat

Hydroxyprogesterone caproate Struktur
630-56-8
CAS-Nr.
630-56-8
Bezeichnung:
Hydroxyprogesteroncaproat
Englisch Name:
Hydroxyprogesterone caproate
Synonyma:
Proge;Lutate;Squibb;Hylutin;Hyroxon;Relutin;Lutopron;Neolutin;Hyproval;Syngynon
CBNumber:
CB1702877
Summenformel:
C27H40O4
Molgewicht:
428.6
MOL-Datei:
630-56-8.mol

Hydroxyprogesteroncaproat Eigenschaften

Schmelzpunkt:
119°C
Siedepunkt:
463.43°C (rough estimate)
alpha 
+44~+50°(D/20℃)(c=1,CH3OH)
Dichte
1.0148 (rough estimate)
Brechungsindex
1.4840 (estimate)
storage temp. 
Sealed in dry,Room Temperature
L?slichkeit
Chloroform (Slightly), Methanol (Slightly)
Aggregatzustand
Solid
Farbe
Off-White
Merck 
4839
InChIKey
DOMWKUIIPQCAJU-LJHIYBGHSA-N
SMILES
C1(=O)C=C2[C@](C)(CC1)[C@]1([H])[C@]([H])([C@@]3([H])[C@@](CC1)(C)[C@@](OC(=O)CCCCC)(C(=O)C)CC3)CC2
CAS Datenbank
630-56-8(CAS DataBase Reference)
NIST chemische Informationen
Isoquinolinedione, 1,3(2h,4h)-, 2-hydroxy, acetate ester(630-56-8)
EPA chemische Informationen
Hydroxyprogesterone caproate (630-56-8)
Sicherheit
  • Risiko- und Sicherheitserkl?rung
  • Gefahreninformationscode (GHS)
Kennzeichnung gef?hrlicher T
R-S?tze: 61
S-S?tze: 53-22-36/37/39-45
WGK Germany  3
RTECS-Nr. TU5085000
HS Code  2937230000
Bildanzeige (GHS) GHS hazard pictograms
Alarmwort Achtung
Gefahrenhinweise
Code Gefahrenhinweise Gefahrenklasse Abteilung Alarmwort Symbol P-Code
H360 Kann die Fruchtbarkeit beeintr?chtigen oder das Kind im Mutterleib sch?digen. Fertility (Fruchtbarkeit) Kategorie 1 Achtung GHS hazard pictogramssrc="/GHS08.jpg" width="20" height="20" />
Sicherheit
P201 Vor Gebrauch besondere Anweisungen einholen.
P202 Vor Gebrauch alle Sicherheitshinweise lesen und verstehen.
P280 Schutzhandschuhe/Schutzkleidung/Augenschutz tragen.
P308+P313 BEI Exposition oder falls betroffen: ?rztlichen Rat einholen/?rztliche Hilfe hinzuziehen.
P405 Unter Verschluss aufbewahren.
P501 Inhalt/Beh?lter ... (Entsorgungsvorschriften vom Hersteller anzugeben) zuführen.

Hydroxyprogesteroncaproat Chemische Eigenschaften,Einsatz,Produktion Methoden

R-S?tze Betriebsanweisung:

R61:Kann das Kind im Mutterleib sch?digen.

S-S?tze Betriebsanweisung:

S53:Exposition vermeiden - vor Gebrauch besondere Anweisungen einholen.
S22:Staub nicht einatmen.
S36/37/39:Bei der Arbeit geeignete Schutzkleidung,Schutzhandschuhe und Schutzbrille/Gesichtsschutz tragen.
S45:Bei Unfall oder Unwohlsein sofort Arzt zuziehen (wenn m?glich, dieses Etikett vorzeigen).

Beschreibung

Hydroxyprogesterone caproate is a synthetic steroid hormone that is similar to medroxyprogesterone acetate and megestrol acetate. It is an ester derivative of 17α-hydroxyprogesterone formed from caproic acid (hexanoic acid). Hydroxyprogesterone caproate was previously marketed under the trade name Delalutin by Squibb, which was approved by the U.S. Food and Drug Administration (FDA) in 1956 and withdrawn from marketing in 1999. The U.S. FDA approved Makena from KV Pharmaceutical (previously named as Gestiva) on February 4, 2011 for prevention of preterm delivery in women with a history of preterm delivery, sparking a pricing controversy.

Verwenden

Hydroxyprogesterone caproate is a synthetic progestin used for the prevention of spontaneous preterm births in singleton pregnancies in women who have previously had a spontaneous preterm birth.

Allgemeine Beschreibung

Hydroxyprogesteronecaproate, 17-hydroxypregn-4-ene-3,20-dionehexanoate, is much more active and longer acting than progesterone, probably because the 17αester hinders reduction to the 20-ol. In contrast, hydroxyprogesteroneitself lacks progestational activity. Thecaproate ester is given only intramuscularly. The estergreatly increases oil solubility, allowing it to be slowly releasedfrom depot preparations. Although only currently available throughcompounding pharmacies, a new formulation (Gestiva) wasdeemed approvable by the FDA in late 2006 for the preventionof preterm labor, pending further studies.

Mechanism of action

Hydroxyprogesterone caproate is a synthetic progestin. Hydroxyprogesterone is a potent, long-acting, progestational steroid ester which transforms proliferative endothelium into secretory endothelium, induces mammary gland duct development, and inhibits the production and/or release of gonadotropic hormone; it also shows slight estrogenic, androgenic, or corticoid effects as well, but should not be relied upon for these effects. It's mechanism for preventing preterm birth in women with a history of preterm delivery is unknown.

Clinical Use

Hydroxyprogesterone caproate (Makena®) is used to reduce the risk of preterm birth in women with a singleton pregnancy who have a history of singleton spontaneous preterm birth. Hydroxyprogesterone caproate was designated an orphan drug by the US Food and Drug Administration (FDA) for this use in 2007. Efficacy of the drug for this use is based on improvement in the proportion of women who delivered at less than 37 weeks of gestation. Direct clinical benefit (e.g., improvement in neonatal morbidity and mortality) has not been established. While there are many risk factors for preterm birth, safety and efficacy of hydroxyprogesterone caproate have been demonstrated only in women with a prior spontaneous singleton birth. Hydroxyprogesterone is not intended for use in women with multiple gestations or other risk factors for preterm birth. The American College of Obstetricians and Gynecologists (ACOG) recommends that progesterone supplementation for the prevention of recurrent preterm birth be offered to women with a singleton pregnancy and a prior spontaneous preterm birth at less than 37 weeks of gestation due to spontaneous preterm labor or premature rupture of membranes. The ACOG also states that physicians should be able to prescribe Makena or compounded hydroxyprogesterone caproate based on accepted medical indications after discussion with the patient.

Nebenwirkungen

Its side effects include: iinjection site reactions (pain, swelling, pruritus, nodule), urticaria, pruritus, nausea, diarrhea.

Sicherheit(Safety)

Originally marketed (Delalutin) nearly 50 years ago to prevent impending miscarriages, 17α-hydroxyprogesterone caproate was removed from the market in 2000 when its efficacy was called into question. 17α-Hydroxyprogesterone caproate, a synthetic injectable progesterone, was approved by the FDA in 2011 to reduce the risk of preterm delivery in women who have already experienced a preterm birth.It has not been shown to be effective in women carrying multiple fetuses.Injections begin between 16 and 21 weeks and are associated with pain, swelling, or itching at the injection site, hives, nausea, and diarrhea. Follow-up studies of the children born to women who used this drug indicate that developmental milestones were achieved at 2.5 and 5 years of age. A number of other pharmacologic agents are currently available for the prevention of preterm delivery including agents that can alter intracellular messengers (e.g., β-adrenergic receptor agonists, nitric oxide donors, magnesium sulfate and calcium channel blockers) and agents that modulate myometrial stimulants (e.g., inhibitors of prostaglandin synthesis and oxytocin antagonists).
17α-Hydroxyprogesterone caproate binds extensively to albumin and SHBG. From a metabolic perspective, it undergoes reduction, hydroxylation, and conjuga- tion reactions, including becoming glucuronidated, sulfated, and acetylated. It induces several cytochrome P450 (CYP) isozymes including CYP1A2, CYP2A6, and CYP2B6.

Hydroxyprogesteroncaproat Upstream-Materialien And Downstream Produkte

Upstream-Materialien

Downstream Produkte


Hydroxyprogesteroncaproat Anbieter Lieferant Produzent Hersteller Vertrieb H?ndler.

Global( 341)Lieferanten
Firmenname Telefon E-Mail Land Produktkatalog Edge Rate
Wuhan Han Sheng New Material Technology Co.,Ltd
+8617798174412
admin01@hsnm.com.cn China 2097 58
Hebei Kangcang new material Technology Co., LTD
+8615713292910
Nancy@kangcang.com.cn China 341 58
Anhui Ruihan Technology Co., Ltd
+8617756083858
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+undefined17712220823
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+86-0371-55170693 +86-19937530512
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+8615858145714
FandaChem@Gmail.com China 9087 55
career henan chemical co
+86-0371-86658258 +8613203830695
sales@coreychem.com China 29880 58
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86-13657291602
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Chongqing Chemdad Co., Ltd
+86-023-6139-8061 +86-86-13650506873
sales@chemdad.com China 39894 58
Hebei Bonster Technology Co.,Limited
+8613315996897
bsterltd.wendy@gmail.com China 792 58

630-56-8(Hydroxyprogesteroncaproat)Verwandte Suche:


  • PREGN-4-ENE-3,20-DIONE HEXANOATE
  • HYDROXYPROGESTERONECAPROATE,USP
  • 17α-Caproyloxypregn-4-ene-3,20-dione
  • 17α-Hydroxyprogesterone hexanoate
  • 17α-Hydroxyprogesterone n-caproate
  • 3,20-Dioxopregn-4-en-17α-yl caproate
  • Hexanoic acid, ester with 17-hydroxypregn-4-ene-3,20-dione (8CI)
  • Pregn-4-ene-3,20-dione, 17-hydroxy-, hexanoate (7CI, 8CI)
  • Progesterone, 17-hydroxy-, hexanoate (6CI)
  • 17-((1-oxohexyl)oxy)-pregn-4-ene-20-dione
  • 17-((1-Oxohexyl)oxy)pregn-4-ene-3,20-dione
  • 17a-hydroxyprogesteronehexanoate
  • 17-alpha-Hexanoyloxypregn-4-ene-3,20-dione
  • 17alpha-Hydroxyprogesterone n-caproate
  • Kaprogest
  • Lewntogest
  • Lutate
  • Luteocrin
  • Luteocrin depot
  • luteocrindepot
  • Lutopron
  • Neolutin
  • Neolutin forte
  • NSC-17592
  • Oxiprogesterone Caproate
  • Pregn-4-ene-3,20-dione, 17-[(1-oxohexyl)oxy]-
  • Pregn-4-ene-3,20-dione, 17-hydroxy-, hexanoate
  • Primolut Depot
  • primolutdepot
  • Proge
  • Progesterone caproate
  • Progesterone retard pharlon
  • Progesterone, 17-hydroxxy-, hexanoate
  • Progesterone, 17-hydroxy-, hexanoate
  • progesteronecaproate
  • progesteroneretardpharlon
  • Proluton depot
  • 17α-Hexanoyloxypregn-4-ene-3,20-dione
  • 17α-Hydroxy-4-pregnene-3,20-dione caproate
  • Hydroxyprogesterone Caproate (200 mg)
  • Hydroxyprogesterone caproate/17a-Hydroxyprogesterone caproate
  • 17alpha-Caproyloxypregn-4-ene-3,20-dione 17alpha-Caproyloxyprogesterone 17alpha-Hydroxypregn-4-ene-3,20-diene Caproate
  • 4-Pregnen-17a-ol-3,20-dione-d8 Hexanoate
  • Hydroxyprogesterone Solution, 100ppm
  • 17a-Hydroxyprogesterone caproate solution,100ppm
  • (8R,9S,10R,13S,14S,17R)-17-Acetyl-10,13-dimethyl-3-oxo-2,3,6,7,8,9,10,11,12,13,14,15,16,17-tet
  • 17-alpha-hydroxyprogesteronen-caproate
  • 17-Hydroxypregn-4-ene-3,20-dione caproate
  • 17-Hydroxypregn-4-ene-3,20-dione hexanoate
  • 17-hydroxypregn-4-ene-3,20-dionehexanoate
  • 20-dione,17-hydroxy-pregn-4-ene-hexanoate
  • 3,20-Dioxopregn-4-en-17-yl hexanoate
  • component of Deluteval 2X
  • Corlutin L.A.
  • corlutinl.a.
  • Delalutin
  • Depo-proluton
  • Duraluton
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