BUSERELIN Chemical Properties

alpha 

D20 -40.4° (c = 1 in dimethylacetamide)

Boiling point:

845.19°C (rough estimate)

Density 

1.0711 (rough estimate)

refractive index 

1.6200 (estimate)

solubility 

Sparingly soluble in water and in dilute acids.

pka

9.82±0.15(Predicted)

form 

Solid

color 

White to Off-White

Stability:

Hygroscopic

InChI

InChI=1S/C60H86N16O13/c1-7-64-57(87)48-15-11-23-76(48)58(88)41(14-10-22-65-59(61)62)69-51(81)42(24-33(2)3)70-56(86)47(31-89-60(4,5)6)75-52(82)43(25-34-16-18-37(78)19-17-34)71-55(85)46(30-77)74-53(83)44(26-35-28-66-39-13-9-8-12-38(35)39)72-54(84)45(27-36-29-63-32-67-36)73-50(80)40-20-21-49(79)68-40/h8-9,12-13,16-19,28-29,32-33,40-48,66,77-78H,7,10-11,14-15,20-27,30-31H2,1-6H3,(H,63,67)(H,64,87)(H,68,79)(H,69,81)(H,70,86)(H,71,85)(H,72,84)(H,73,80)(H,74,83)(H,75,82)(H4,61,62,65)

InChIKey

CUWODFFVMXJOKD-UHFFFAOYSA-N

SMILES

N1(CCCC1C(NCC)=O)C(=O)C(CCCNC(N)=N)NC(=O)C(CC(C)C)NC(=O)C(COC(C)(C)C)NC(=O)C(CC1=CC=C(C=C1)O)NC(=O)C(CO)NC(=O)C(CC1C2C=CC=CC=2NC=1)NC(=O)C(CC1=CNC=N1)NC(=O)C1CCC(=O)N1

Safety Information

HS Code 

2937190000

BUSERELIN Usage And Synthesis

Description

Buserelin (Suprefact?) is a hormonal therapy drug used to treat advanced prostate cancer. It is a medication which is used primarily in the treatment of prostate cancer and endometriosis. It is also used for other indications such as the treatment of premenopausal breast cancer, uterine fibroids, and early puberty, in assisted reproduction for female infertility, and as a part of transgender hormone therapy. In addition, buserelin is used in veterinary medicine. The medication is typically used as a nasal spray three times per day, but is also available for use as a solution or implant for injection into fat.

Chemical Properties

White or slightly yellowish powder, hygroscopic.

Uses

Gonad-stimulating principle.

Definition

ChEBI: Buserelin is an oligopeptide.

brand name

Suprefact (Hoechst-Roussel).

Clinical Use

Treatment of advanced prostate cancer and endometriosis

Pituitary desensitisation in preparation for ovulation induction regimens using gonadotrophins

Side effects

Using too much Buserelin Injection may make you feel weak, nervous, dizzy and sick. You may also have a headache, hot flushes, stomach pain, swelling of the legs and breast pain. You may also have pain, bleeding or hardening of the skin at the site of injection

Metabolism

Metabolic inactivation by peptides occurs in the liver and kidney. The drug is also inactivated by pituitary membrane enzymes. Excreted in the urine and bile as unchanged drug and metabolites.

Description

Buserelin contains 9 amino acids Glu-His-Trp-Ser-Tyr-D-Ser(tBu)-Leu-Arg-Pro-NHEt and having a molecular weight of 1239.44 Dalton.

Background

Buserelin belongs to the group of gonadotrophin releasing hormone (gonadorelin) analogues (LHRH agonist). It acts on the pituitary gland which controls the amount of many different types of hormones (chemical messengers). It alters the amount of hormones, particularly the oestrogens androgens. This alteration of hormone levels can be exploited to treat cancers of the prostate gland, which are stimulated to grow by testosterone. Buserelin lowers the levels of testosterone, which starves the tumour of testosterone and causes it to shrink.

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