Product Description

17α-Hydroxyprogesterone Caproate , a synthetic steroidal progestin, is an ester derivative of 17α-hydroxyprogesterone formed from caproic acid used in the treatment of threatened miscarriage, gynecological disorders such as dysmenorrhea, premenstrual synd

Purity

≥98%

Appearance

White powder

Synonyms

Primolut Depot;
HYDROXYPROGESTERONE CAPROATE;
[(8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] hexanoate;

IUPAC Name

[(8R,9S,10R,13S,14S,17R)-17-acetyl-10,13-dimethyl-3-oxo-2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthren-17-yl] hexanoate

Solubility

Soluble in DMSO

Storage

Store at -20 °C

Quality Standard

Enterprise Standard/USP

Shelf Life

As supplied, 2 years from the QC date provided on the Certificate of Analysis, when stored properly

Quantity

Grams-Kilos

Melting Point

119-121 °C

Density

1.1 g/cm³

InChI Key

DOMWKUIIPQCAJU-LJHIYBGHSA-N

InChI

1S/C27H40O4/c1-5-6-7-8-24(30)31-27(18(2)28)16-13-23-21-10-9-19-17-20(29)11-14-25(19,3)22(21)12-15-26(23,27)4/h17,21-23H,5-16H2,1-4H3/t21-,22+,23+,25+,26+,27+/m1/s1

SMILES

CCCCCC(=O)OC1(CCC2C1(CCC3C2CCC4=CC(=O)CCC34C)C)C(=O)C

Current Developer

Squibb

Refractive Index

1.533

NCT Number	Title	Condition Or Disease	Phase	Start Date	Sponsor	Status
NCT00409825	Study of Pharmacology of 17-OHPC in Pregnancy	Pregnancy	Phase 2	March 2006	University of Pittsburgh	Completed
NCT01004029	Confirmatory Study of 17P Versus Vehicle for the Prevention of Preterm Birth in Women With a Previous Singleton Spontaneous Preterm Delivery	Preterm Birth	Phase 3	October 2009	AMAG Pharmaceuticals, Inc.	Active, not recruiting
NCT01899846	Pharmacokinetic Study of Makena? (Hydroxyprogesterone Caproate Injection, 250 mg/mL) and Its Metabolites in Blood	Pregnancy	Phase 1	July 2013	Lumara Health, Inc.	Completed
NCT02937766	Study Assessing Injection Pain of Makena? (Hydroxyprogesterone Caproate Injection, 250 mg/mL) When Administered Via Subcutaneous Auto-injector vs Intramuscular Injection Via Needle and Syringe in Healthy Post-menopausal Women	Assessing Injection Pain of Makena® (Hydroxyprogesterone Caproate Injection, 250 mg/mL) in Healthy Post-menopausal Women	Phase 3	October 2016	AMAG Pharmaceuticals, Inc.	Completed
NCT02940522	Comparing Bioavailability When Preservative-free Makena? (Hydroxyprogesterone Caproate Injection, 250 mg/mL) is Administered as an Intramuscular Manual Injection or as a Subcutaneous Injection Using an Auto-injector in Healthy Post-menopausal Women	Comparing Bioavailability When Makena® is Administered in Healthy Post-menopausal Women	Phase 1	September 2016	AMAG Pharmaceuticals, Inc.	Completed

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1.Prevention of preterm delivery with compounded 17a-hydroxyprogesterone caproate.

Reed-Kane D Pharmd Fiacp Faca Fc1, Kirschbaum K Phd. Int J Pharm Compd. 2006 May-Jun;10(3):165-71.

17a-hydroxyprogesterone caproate is a naturally occurring metabolite of progesterone that is produced in significant quantities during pregnancy. The demand for 17a-hydroxyprogesterone caproate, the lack of a commercially available manufactured form approved by the US Food And Drug Administration, and publication of the results of a large trial to determine the effectivenss of the drug in the prevention of preterm delivery have spawned an increased interest in compounded formulations of the drug. The demand also has necessitated a review of the available literature and of past clinical studies, and a look at present and planned studies. Owing to the importance of this drug in pregnancy and the need for safety, accuracy in potency, and sterility in an intramuscular injection (the most common route of administration), compounding pharmacies must be in compliance with the United States Pharmacopeia Chapter 797 standards should they wish to compound this formulation.

Preparing Stock Solutions

ConcentrationVolumeMass	1 mg	5 mg	10 mg
1 mM	2.3332 mL	11.6659 mL	23.3318 mL
5 mM	0.4666 mL	2.3332 mL	4.6664 mL
10 mM	0.2333 mL	1.1666 mL	2.3332 mL
50 mM	0.0467 mL	0.2333 mL	0.4666 mL

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17α-Hydroxyprogesterone Caproate

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