Stereochemistry | ABSOLUTE |
Molecular Formula | C59H84N16O12 |
Molecular Weight | 1209.3983 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 9 / 9 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
CCNC(=O)[C@@H]1CCCN1C(=O)[C@H](CCCNC(N)=N)NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](CC(C)C)NC(=O)[C@H](CC2=CC=C(O)C=C2)NC(=O)[C@H](CO)NC(=O)[C@H](CC3=CNC4=C3C=CC=C4)NC(=O)[C@H](CC5=CNC=N5)NC(=O)[C@@H]6CCC(=O)N6
InChI
InChIKey=GFIJNRVAKGFPGQ-LIJARHBVSA-N
InChI=1S/C59H84N16O12/c1-6-63-57(86)48-14-10-22-75(48)58(87)41(13-9-21-64-59(60)61)68-51(80)42(23-32(2)3)69-52(81)43(24-33(4)5)70-53(82)44(25-34-15-17-37(77)18-16-34)71-56(85)47(30-76)74-54(83)45(26-35-28-65-39-12-8-7-11-38(35)39)72-55(84)46(27-36-29-62-31-66-36)73-50(79)40-19-20-49(78)67-40/h7-8,11-12,15-18,28-29,31-33,40-48,65,76-77H,6,9-10,13-14,19-27,30H2,1-5H3,(H,62,66)(H,63,86)(H,67,78)(H,68,80)(H,69,81)(H,70,82)(H,71,85)(H,72,84)(H,73,79)(H,74,83)(H4,60,61,64)/t40-,41-,42-,43+,44-,45-,46-,47-,48-/m0/s1
Molecular Formula | C59H84N16O12 |
Molecular Weight | 1209.3983 |
Charge | 0 |
Count |
MOL RATIO
1 MOL RATIO (average) |
Stereochemistry | ABSOLUTE |
Additional Stereochemistry | No |
Defined Stereocenters | 9 / 9 |
E/Z Centers | 3 |
Optical Activity | UNSPECIFIED |
Leuprolide acetate is a synthetic nonapeptide analog of naturally occurring gonadotropin-releasing hormone (GnRH or LH-RH). The analog possesses greater potency than the natural hormone. It acts primarily on the anterior pituitary, inducing a transient early rise in gonadotrophin release. With continued use, leuprorelin causes pituitary desensitisation and/or down-regulation, leading to suppressed circulating levels of gonadotrophins and sex hormones. Leuprolide acetate used to treat a wide range of sex hormone-related disorders including advanced prostatic cancer, uterine leiomyomata (fibroids), endometriosis and precocious puberty.
CNS Activity
Originator
Approval Year
Doses
AEs
Sourcing
Sample Use Guides
Dosing: Adult
Prostate cancer, advanced: Note: Treatment is usually continued after development of metastatic (castration-resistant) disease.
IM:
Lupron Depot 7.5 mg (monthly): 7.5 mg every month or
Lupron Depot 22.5 mg (3 month): 22.5 mg every 12 weeks or
Lupron Depot 30 mg (4 month): 30 mg every 16 weeks or
Lupron Depot 45 mg (6 month): 45 mg every 24 weeks
SubQ:
Eligard: 7.5 mg monthly or 22.5 mg every 3 months or 30 mg every 4 months or 45 mg every 6 months
Leuprolide acetate 5 mg/mL solution: 1 mg daily
Endometriosis: IM: Initial therapy may be with leuprolide alone or in combination with norethindrone; if re-treatment for an additional 6 months is necessary, concomitant norethindrone should be used. Re-treatment is not recommended for longer than one additional 6-month course.
Lupron Depot: 3.75 mg every month for up to 6 months or
Lupron Depot-3 month: 11.25 mg every 3 months for up to 2 doses (6 months total duration of treatment)
Uterine leiomyomata (fibroids): IM (in combination with iron):
Lupron Depot: 3.75 mg every month for up to 3 months or
Lupron Depot-3 month: 11.25 mg as a single injection
Breast cancer, premenopausal ovarian supression (off-label use): IM:
Lupron Depot: 3.75 mg every 28 days for up to 24 months (Boccardo 1999) or
Lupron Depot-3 month: 11.25 mg every 3 months for up to 24 months (Boccardo 1999; Schmid 2007)
Treatment of paraphilia/hypersexuality (off-label use; Guay 2009; Reilly 2000): Males: IM:
Note: May cause an initial increase in androgen concentrations which may be treated with an antiandrogen (eg, flutamide, cyproterone) for 1 to 2 months (Guay 2009). Avoid use in patients with osteoporosis or active pituitary pathology.
SubQ: Test dose: 1 mg (observe for hypersensitivity)
Depot IM: 3.75 to 7.5 mg monthly
Dosing: Geriatric
Refer to adult dosing.
Dosing: Pediatric
Precocious puberty (consider discontinuing by age 11 for females and by age 12 for males):
IM:
Lupron Depot-Ped (monthly):
≤25 kg: 7.5 mg every month
>25 to 37.5 kg: 11.25 mg every month
>37.5 kg: 15 mg every month
Titrate dose upward in increments of 3.75 mg every 4 weeks if down-regulation is not achieved.
Lupron Depot-Ped (3 month): 11.25 mg or 30 mg every 12 weeks
SubQ (leuprolide acetate 5 mg/mL solution): Initial: 50 mcg/kg/day; titrate dose upward by 10 mcg/kg/day if down-regulation is not achieved. Note: Higher mg/kg doses may be required in younger children.
Route of Administration:
Other