Ivermectin

Các tên gọi khác (4 ) :

Ivermectin
Ivermectina
Ivermectine
Ivermectinum

Thuốc Gốc

Small Molecule

CAS: 70288-86-7

ATC: P02CF01

ĐG : Gallipot , http://www.gallipot.com

CTHH: C₉₅H₁₄₆O₂₈

PTK: 1736.1589

Ivermectin is a broad-spectrum anti-parasite medication. It was first marketed under the name Stromectol® and used against worms (except tapeworms), but, in 2012, it was approved for the topical treatment of head lice infestations in patients 6 months of age and older, and marketed under the name Sklice™ as well. Ivermectin is mainly used in humans in the treatment of onchocerciasis, but is also effective against other worm infestations (such as strongyloidiasis, ascariasis, trichuriasis and enterobiasis).

Nhận Dạng Quốc Tế & Đặc Tính Hóa Học

Công thức hóa học

C₉₅H₁₄₆O₂₈

Phân tử khối

1736.1589

Monoisotopic mass

1735.000064088

InChI

InChI=1S/C48H74O14.C47H72O14/c1-11-25(2)43-28(5)17-18-47(62-43)23-34-20-33(61-47)16-15-27(4)42(26(3)13-12-14-32-24-55-45-40(49)29(6)19-35(46(51)58-34)48(32,45)52)59-39-22-37(54-10)44(31(8)57-39)60-38-21-36(53-9)41(50)30(7)56-38;1-24(2)41-27(5)16-17-46(61-41)22-33-19-32(60-46)15-14-26(4)42(25(3)12-11-13-31-23-54-44-39(48)28(6)18-34(45(50)57-33)47(31,44)51)58-38-21-36(53-10)43(30(8)56-38)59-37-20-35(52-9)40(49)29(7)55-37/h12-15,19,25-26,28,30-31,33-45,49-50,52H,11,16-18,20-24H2,1-10H3;11-14,18,24-25,27,29-30,32-44,48-49,51H,15-17,19-23H2,1-10H3/b13-12+,27-15+,32-14+;12-11+,26-14+,31-13+/t25-,26+,28+,30+,31+,33-,34+,35+,36+,37+,38+,39+,40-,41+,42+,43-,44+,45-,47-,48-;25-,27-,29-,30-,32+,33-,34-,35-,36-,37-,38-,39+,40-,41+,42-,43-,44+,46+,47+/m10/s1

InChI Key

InChIKey=SPBDXSGPUHCETR-CVSKBELMSA-N

IUPAC Name

(1'R,2R,4'S,5S,6R,8'R,12'S,13'S,20'R,21'R,24'S)-21',24'-dihydroxy-12'-{[(2R,4S,5S,6S)-5-{[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-6-(propan-2-yl)-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-2'-one; (1'R,2R,4'S,5S,6R,8'R,12'S,13'S,20'R,21'R,24'S)-6-[(2R)-butan-2-yl]-21',24'-dihydroxy-12'-{[(2R,4S,5S,6S)-5-{[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-2'-one

Traditional IUPAC Name

(1'R,2R,4'S,5S,6R,8'R,12'S,13'S,20'R,21'R,24'S)-21',24'-dihydroxy-12'-{[(2R,4S,5S,6S)-5-{[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-6-isopropyl-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-2'-one; (1'R,2R,4'S,5S,6R,8'R,12'S,13'S,20'R,21'R,24'S)-6-[(2R)-butan-2-yl]-21',24'-dihydroxy-12'-{[(2R,4S,5S,6S)-5-{[(2S,4S,5S,6S)-5-hydroxy-4-methoxy-6-methyloxan-2-yl]oxy}-4-methoxy-6-methyloxan-2-yl]oxy}-5,11',13',22'-tetramethyl-3',7',19'-trioxaspiro[oxane-2,6'-tetracyclo[15.6.1.1^{4,8}.0^{20,24}]pentacosane]-10',14',16',22'-tetraen-2'-one

SMILES

CO[C@H]1C[C@@H](O[C@@H](C)[C@@H]1O)O[C@H]1[C@H](C)O[C@H](C[C@@H]1OC)O[C@H]1[C@@H](C)\C=C\C=C2/CO[C@@H]3[C@H](O)C(C)=C[C@@H](C(=O)O[C@H]4C[C@@H](C\C=C1/C)O[C@@]1(CC[C@H](C)[C@@H](C(C)C)O1)C4)[C@]23O.CC[C@@H](C)[C@H]1O[C@@]2(CC[C@@H]1C)O[C@@H]1C\C=C(C)\[C@@H](O[C@@H]3O[C@@H](C)[C@H](O[C@@H]4O[C@@H](C)[C@H](O)[C@@H](OC)C4)[C@@H](OC)C3)[C@@H](C)\C=C\C=C3/CO[C@@H]4[C@H](O)C(C)=C[C@@H](C(=O)O[C@@H](C1)C2)[C@]34O

Độ tan chảy

155 °C

Độ hòa tan

Insoluble

logP

5.83

pKa (strongest acidic)

12.47

pKa (Strongest Basic)

-3.4

PSA

170.06 Å²

Refractivity

230.33 m³·mol^-1

Polarizability

96.87 Å³

Rotatable Bond Count

H Bond Acceptor Count

H Bond Donor Count

Physiological Charge

Number of Rings

Bioavailability

MDDR-Like Rule

true

Dược Lực Học : Ivermectin is a semisynthetic, anthelminitic agent. It is an avermectin which a group of pentacyclic sixteen-membered lactone (i.e. a macrocyclic lactone disaccharide) derived from the soil bacterium Streptomyces avermitilis. Avermectins are potent anti-parasitic agents. Ivermectin is the most common avermectin. It is a broad spectrum antiparasitic drug for oral administration. It is sometimes used to treat human onchocerciasis (river blindness). It is the mixture of 22,23-dihydro-avermectin B1a (at least 90%) and 22,23-dihydro-avermectin B1b (less than 10%).

Cơ Chế Tác Dụng : Ivermectin is a broad-spectrum anti-parasite medication. It was first marketed under the name Stromectol® and used against worms (except tapeworms), but, in 2012, it was approved for the topical treatment of head lice infestations in patients 6 months of age and older, and marketed under the name Sklice™ as well. Ivermectin is mainly used in humans in the treatment of onchocerciasis, but is also effective against other worm infestations (such as strongyloidiasis, ascariasis, trichuriasis and enterobiasis). Ivermectin binds selectively and with high affinity to glutamate-gated chloride ion channels in invertebrate muscle and nerve cells of the microfilaria. This binding causes an increase in the permeability of the cell membrane to chloride ions and results in hyperpolarization of the cell, leading to paralysis and death of the parasite. Ivermectin also is believed to act as an agonist of the neurotransmitter gamma-aminobutyric acid (GABA), thereby disrupting GABA-mediated central nervous system (CNS) neurosynaptic transmission. Ivermectin may also impair normal intrauterine development of O. volvulus microfilariae and may inhibit their release from the uteri of gravid female worms.

Dược Động Học :

▧ Absorption :
Moderately well absorbed. Improved absorption with high fat meal.
▧ Volume of Distribution :
The volume of distribution is 3 to 3.5 L/kg and it does not cross the blood-brain barrier.
▧ Protein binding :
93%
▧ Metabolism :
Primarily hepatic. Ivermectin and/or its metabolites are excreted almost exclusively in the feces over an estimated 12 days, with less than 1 % of the administered dose excreted in the urine.
▧ Route of Elimination :
Ivermectin is metabolized in the liver, and ivermectin and/or its metabolites are excreted almost exclusively in the feces over an estimated 12 days, with less than 1% of the administered dose excreted in the urine.
▧ Half Life :
16 hours (also reported at 22-28 hours)

Độc Tính : LD₅₀ = 29.5 mg/kg (Mouse, oral). LD₅₀ = 10 mg/kg (Rat, oral). Adverse effects include muscle or joint pain, dizziness, fever, headache, skin rash, fast heartbeat.

Chỉ Định : For the treatment of intestinal (i.e., nondisseminated) strongyloidiasis due to the nematode parasite Strongyloides stercoralis. Also for the treatment of onchocerciasis (river blindness) due to the nematode parasite Onchocerca volvulus. Can be used to treat scabies caused by Sarcoptes scabiei.

Liều Lượng & Cách Dùng : Lotion - Topical - 0.5%
Tablet - Oral - 3 mg

Dữ Kiện Thương Mại

Giá thị trường

Biệt dược thương mại : Stromectol 3 mg tablet

Giá bán buôn : USD >5.58

Đơn vị tính : tablet
Biệt dược thương mại : Ivermectin powder

Giá bán buôn : USD >14.0

Đơn vị tính : g
Biệt dược thương mại : Stromectol 20 3 mg tablet Box

Giá bán buôn : USD >116.13

Đơn vị tính : box

Nhà Sản Xuất

Công ty : Abbott

Sản phẩm biệt dược : Ascapil
Công ty : Roux-Ocefa

Sản phẩm biệt dược : Detebencil
Công ty : Unipharm

Sản phẩm biệt dược : Ermetin
Công ty : Metlen

Sản phẩm biệt dược : Gotax
Công ty : Pulse

Sản phẩm biệt dược : Imectin
Công ty : Aristopharma

Sản phẩm biệt dược : Ivectin
Công ty : Beximco

Sản phẩm biệt dược : Ivera
Công ty : Licol

Sản phẩm biệt dược : Ivergot
Công ty : UCI

Sản phẩm biệt dược : Ivermec
Công ty : Valeant

Sản phẩm biệt dược : Ivexterm
Công ty : Invision

Sản phẩm biệt dược : Ivori
Công ty : Mediderm

Sản phẩm biệt dược : Kaonol
Công ty : Bussié

Sản phẩm biệt dược : Kilox
Công ty : Hisun

Sản phẩm biệt dược : Maikeding
Công ty : Dermacare

Sản phẩm biệt dược : Quanox
Công ty : Solvay

Sản phẩm biệt dược : Revectina
Công ty : Delta

Sản phẩm biệt dược : Scabo
Công ty : Zuventus

Sản phẩm biệt dược : Scavista
Công ty : Valeant

Sản phẩm biệt dược : Securo
Công ty : Sanofi Pasteur Inc.

Sản phẩm biệt dược : Sklice
Công ty : Merck

Sản phẩm biệt dược : Stromectol
Công ty : Atlantic Lab

Sản phẩm biệt dược : Vermectin

Đóng gói

Công ty : Gallipot

Website : http://www.gallipot.com
Công ty : Merck & Co.

Website : http://www.merck.com

Tài Liệu Tham Khảo Thêm

drugbank

http://www.drugbank.ca/drugs/DB00602

PubChem Compound

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46936176

PubChem Substance

http://pubchem.ncbi.nlm.nih.gov/summary/summary.cgi?sid=46506810

KEGG Compound

http://www.genome.jp/dbget-bin/www_bget?cpd:C07970

KEGG Drug

http://www.genome.jp/dbget-bin/www_bget?drug:D00804

ChemSpider

http://www.chemspider.com/Chemical-Structure.24605910.html

National Drug Code Directory

http://www.hipaaspace.com/Medical_Billing/Coding/National.Drug.Codes/PDF/0006-0032-20

PharmGKB

http://www.pharmgkb.org/drug/PA450133

Wikipedia

http://en.wikipedia.org/wiki/Ivermectin

RxList

http://www.rxlist.com/cgi/generic3/ivermectin.htm

Drugs.com

http://www.drugs.com/cdi/ivermectin.html

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