Leuprorelin Acetate Regulates the Secretion of Gonadal Hormones to Treat Cancer Cas 53714-56-0
| Name | Leuprorelin Acetate |
| Sequence | Pyr-His-Trp-Ser-Tyr-D-Leu-Leu-Arg-Pro-NHEt acetate salt |
| CAS No. | 53714-56-0 |
| Purity | >99% |
| Molecular Formula | C59H84N16O12 |
| Molecular weight | 1209.41 |
| Appearance | White power |
| Density | 1.44 g/cm3 |
| EINECS | N/A |
| Storage temp | Freeze dried at -20ºC, protected from light |
| Synonyms | Luteinizinghormone-releasing factor (pig),6-D-leucine-9-(N-ethyl-L-prolinamide)-10-deglycinamide-;(D-Leu6,des-Gly-NH210)-LH-RH ethylamide;D-Leu6-des-Gly10-LH-releasing hormone ethylamide;Des-Gly10-[D-Leu6]-LH-releasing hormone ethylamide;Des-Gly10-[D-Leu6]LH-RHethylamide;1-9-Luteinizinghormone-releasing factor (swine), 6-D-leucine-9-(N-ethyl-L-prolinamide)-;Leuprorelin;Lupron SR;NSC 377526; |
| Structural formula |  |
1. Introduction of Leuprorelin
Leuprorelin is one kind of white to off-white powder. The IUPAC Name of this chemical is N-[1-[[1-[[1-[[1-[[1-[[1-[[5-(Diaminomethylideneamino)-1-[2-(ethylcarbamoyl)pyrrolidin-1-yl]-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-3-(4-hydroxyphenyl)-1-oxopropan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-3-(1H-indol-3-yl)-1-oxopropan-2-yl]amino]-3-(1H-imidazol-5-yl)-1-oxopropan-2-yl]-5-oxopyrrolidine-2-carboxamide. Besides, Leuprorelin belongs Amino Acid Derivatives;Peptide.
Its Classification Code is Antineoplastic Agents; Antineoplastic agents, hormonal; Fertility Agents; Fertility agents, female; Hormone; Human Data; Reproductive Control Agents; Reproductive Effect. Leuprorelin can soluble in water.
2. Properties of Leuprorelin
Physical properties about Leuprorelin are:
(1)Index of Refraction: 1.681; (2)Molar Refractivity: 315.96 cm3; (3)Molar Volume: 834.5 cm3; (4)Surface Tension: 61.7 dyne/cm; (5)Storage Temp.: -20 °C; (6)XLogP3-AA: 0.7; (7)H-Bond Donor: 15; (8)H-Bond Acceptor: 16; (9)Rotatable Bond Count: 32; (10)Tautomer Count: 1000; (11)Exact Mass: 1208.645462; (12)MonoIsotopic Mass: 1208.645462; (13)Topological Polar Surface Area: 432; (14)Heavy Atom Count: 87.
3. Structure Descriptors of Leuprorelin
(1)Canonical SMILES: CCNC(=O)C1CCCN1C(=O)C(CCCN=C(N)N)NC(=O)C(CC(C)C)NC(=O)C(CC(C)C)NC(=O)(CC2=CC=C(C=C2)O)NC(=O)C(CO)NC(=O)C(CC3=CNC4=CC=CC=C43)NC(=O)C(CC5=CN=CN5)NC(=O)C6CCC(=O)N6
(2)InChIKey: GFIJNRVAKGFPGQ-UHFFFAOYSA-N
(3)Smiles: C1[C@@H]([N@@](CC1)[Ar]***[Se]**C([C@@H]1NC(=O)CC1)=O)C(NCC)=O
4. Safety information of Leuprorelin
Safety Statements of Leuprorelin (CAS NO.53714-56-0): 22-24/25
S22:Do not breathe dust.
S24/25:Avoid contact with skin and eyes.
RTECS: OH6390000
5. Uses of Leuprorelin
Leuprorelin (CAS NO.53714-56-0) may be used in treating hormone-responsive cancers such as breast cancer or prostate cancer, estrogen-dependent conditions (such as endometriosis or uterine fibroids), to treat precocious puberty, and to control ovarian stimulation in In Vitro Fertilization (IVF). Leuprorelin is also under investigation for possible use in the treatment of mild to moderate Alzheimer's disease.
6. Production of Leuprorelin
(1)The reaction of phenol and phosgene to generate the phenyl chloroformate, and then tert-butanol, to generate the oxy acid benzyl ester of tert-butoxy. After the hydrazine, then nitrosated generates azido acid tert-butyl ester, and then reacted and leucineobtained leucine side chains.
(2)Serine and benzyl chloride to protect the hydroxyl group, and then the azido carboxylic acid tert-butyl ester reaction serine side chain.
After the reaction of (1) or (2), then pick peptides and ethylamine reaction, hydrolysis or hydrogenolysis to wipe off the protection base and get the Leuprorelin.
