CAS Number70288-86-7
SynonymsVermic; mk933; Ivosint; EINECS 274-536-0; 22,23-dihydroavermectin B1; MFCD00869511; Mectizan; mk-0933; CARDOMEC; IVOMEC; Ivermecti; Uvemec; Ivermectin; EQVALEN
Molecular FormulaC48H74O14
Molecular Weight875.09300
Purity98%
Melting Point155 °C
AppearanceWhite to off-white solid
EINECS274-536-0
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 70288-86-7 |
| Catalog No. | 2A-0200174 |
| Chinese Name | 伊维菌素 |
| Synonyms | Vermic; mk933; Ivosint; EINECS 274-536-0; 22,23-dihydroavermectin B1; MFCD00869511; Mectizan; mk-0933; CARDOMEC; IVOMEC; Ivermecti; Uvemec; Ivermectin; EQVALEN |
| Molecular Formula | C48H74O14 |
| Molecular Weight | 875.09300 |
| Purity | 98 |
| Melting Point | 155 °C |
| Appearance | White to off-white solid |
| Water Solubility | H2O: ≤1.0% KF |
| Storage Condition | Store in an airtight container in a cool, dry plac |
| Packaging | II |
| Application | Ivermectin is an antiparasitic agent widely used in humans and animals. It is a positive isomeric effector of P2X4 and α7 nAChRs. |
| EINECS | 274-536-0 |
| HTC | 2932999099 |
| PubChem ID | 329823357 |
| MDL Number | MFCD00869511 |
| SMILES | [H][C@@]1(O[C@]2(CC[C@@H]1C)C[C@@H]3C[C@@H](C\C=C(C)\[C@@H](O[C@H]4C[C@H](OC)[C@@H](O[C@H]5C[C@H](OC)[C@@H](O)[C@H](C)O5)[C@H](C)O4)[C@@H](C)\C=C\C=C6/CO[C@]7([H])[C@H](O)C(C)=C[C@@H](C(=O)O3)[C@]67O)O2)[C@@H](C)CC |
| InChI | 1S/C48H74O14/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/h12-15,19,25-26,28,30-31,33-45,49-50,52H,11,16-18,20-24H2,1-10H3/b13-12+,27-15+,32-14+/t25-,26-,28-,30-,31-,33+,34-,35-,36-,37-,38-,39-,40+,41-,42-,43+,44-,45+,47+,48+/m0/s1 |
| InChI Key | AZSNMRSAGSSBNP-XPNPUAGNSA-N |
| NACRES Code | NA.24 |
| UNSPSC | 41116107 |
| Hazard Symbols | 6.1(a) |
| MSDS | msds/11080_1_70288_86_7.pdf |
| Bioactivity | Ivermectin is a widely used antiparasitic agent in human and veterinary medicine. It is a positive allosteric effector of P2X4 and the α7 neuronal nicotinic acetylcholine receptor (nAChRs). Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Autophagy >> Mitophagy Signaling Pathways >> Anti-infection >> Parasite Research Areas >> Infection In Vitro Ivermectin (IVM) is a specific positive allosteric effector of heterologously expressed P2X4 and possibly of heteromeric P2X4/ P2X6 channels. In the submicromolar range (EC50=250 nM) the action of IVM is rapid and reversible, resulting in increased amplitude and slowed deactivation of P2X4 channel currents evoked by ATP. IVM also markedly increases the potency of ATP and that of the normally low-potency agonist a,b-methylene-ATP in a use- and voltage-independent manner without changing the ion selectivity of P2X4 channels[1]. IVM activates glutamate-gated chloride channels in the nerves and muscles of the parasite, leading to membrane hyperpolarization and muscle paralysis. The major mode of action of IVM is most likely the disruption of ingestive activity of the parasite, resulting in starvation[2]. Preapplication of ivermectin, in the micromolar range, strongly enhances the subsequent acetylcholine-evoked current of the neuronal chick or human α7 nicotinic acetylcholine receptors reconstituted in Xenopus laevis oocytes and K-28 cells[3]. Ivermectin activates the rat recombinant α1β2γ2s GABAA receptor. Activation of the channel with 10 mM GABA results in currents rising within 1 ms to their maximal amplitudes. The EC50 value for GABA is 7.5 μM[4]. References [1]. Khakh BS, et al. Allosteric control of gating and kinetics at P2X(4) receptor channels. J Neurosci. 1999 Sep 1;19(17):7289-99. [2]. Priel A, et al. Mechanism of ivermectin facilitation of human P2X4 receptor channels. J Gen Physiol. 2004 Mar;123(3):281-93. [3]. Krause RM, et al. Ivermectin: a positive allosteric effector of the alpha7 neuronal nicotinic acetylcholine receptor. Mol Pharmacol. 1998 Feb;53(2):283-94. [4]. Adelsberger H, et al. Activation of rat recombinant alpha(1)beta(2)gamma(2S) GABA(A) receptor by the insecticide ivermectin. Eur J Pharmacol. 2000 Apr 14;394(2-3):163-70. Chemical & Physical Properties Melting Point 155 °C Molecular Formula C48H74O14 Molecular Weight 875.09300 Exact Mass 874.50800 PSA 170.06000 LogP 5.60140 InChIKey AZSNMRSAGSSBNP-ONDMGMIHSA-N SMILES CCC(C)C1OC2(CCC1C)CC1CC(CC=C(C)C(OC3CC(OC)C(OC4CC(OC)C(O)C(C)O4)C(C)O3)C(C)C=CC=C3COC4C(O)C(C)=CC(C(=O)O1)C34O)O2 Storage condition 2-8°C Water Solubility H2O: ≤1.0% KF |
| Use of | Ivermectin is a widely used antiparasitic agent in human and veterinary medicine. It is a positive allosteric effector of P2X4 and the α7 neuronal nicotinic acetylcholine receptor (nAChRs). Properties Articles99 Name ivermectin Synonym More Synonyms Ivermectin Biological Activity Description Ivermectin is a widely used antiparasitic agent in human and veterinary medicine. It is a positive allosteric effector of P2X4 and the α7 neuronal nicotinic acetylcholine receptor (nAChRs). Related Catalog Signaling Pathways >> Autophagy >> Autophagy Signaling Pathways >> Autophagy >> Mitophagy Signaling Pathways >> Anti-infection >> Parasite Research Areas >> Infection References [1]. Khakh BS, et al. Allosteric control of gating and kinetics at P2X(4) receptor channels. J Neurosci. 1999 Sep 1;19(17):7289-99. [2]. Priel A, et al. Mechanism of ivermectin facilitation of human P2X4 receptor channels. J Gen Physiol. 2004 Mar;123(3):281-93. [3]. Krause RM, et al. Ivermectin: a positive allosteric effector of the alpha7 neuronal nicotinic acetylcholine receptor. Mol Pharmacol. 1998 Feb;53(2):283-94. [4]. Adelsberger H, et al. Activation of rat recombinant alpha(1)beta(2)gamma(2S) GABA(A) receptor by the insecticide ivermectin. Eur J Pharmacol. 2000 Apr 14;394(2-3):163-70. Chemical & Physical Properties Molecular Formula C48H74O14 Exact Mass 874.50800 PSA 170.06000 LogP 5.60140 InChIKey AZSNMRSAGSSBNP-ONDMGMIHSA-N Water Solubility H2O: ≤1.0% KF |
| Tax Rebate | 13.0% |
| Supervision | None. MFN tariff: 6.5%. Ordinary tariff: 20.0% |
| Transport Info | Shipping Name: UN |
| MSDS Transport Info | Module 14. Shipping information 14.1 UN dangerous goods number European Dangerous Regulations for land transport: 2811 International Dangerous Regulations for sea transport: 2811 International Dangerous Regulations for air transport: 2811 14.2 United Nations shipping name European Land Transport Dangerous Regulations: TOXIC SOLID, ORGANIC, N.O.S. (Ivermectin) IMDG: TOXIC SOLID, ORGANIC, N.O.S. (Ivermectin) International air transport hazard regulations: Toxic solid, organic, n.o.s. (Ivermectin) 14.3 Transport hazard categories European Land Transport Danger Regulations: 6.1 International Maritime Transport Danger Regulations: 6.1 International Air Transport Danger Regulations: 6.1 14.4 Package group European Dangerous Regulations for land transport: II International Dangerous Regulations for sea transport: II International Dangerous Regulations for air transport: II 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special reminder to users No data available |
| Related Products in API & Advanced Intermediates | ||
|---|---|---|
| Ipratropium bromide monohydrate | 22254-24-6 | 2A-9011010 |
| Irinotecan | 97682-44-5 | 2A-9011025 |
| Irinotecan | 136572-09-3 | 2A-9011026 |
| Isosorbide dinitrate | 87-33-2 | 2A-9011059 |
| Itraconazole | 84625-61-6 | 2A-9011077 |
| Ketoprofen | 22071-15-4 | 2A-9011100 |
| LaBetalol | 36894-69-6 | 2A-9011109 |
| LaBetalol hydrochloride | 32780-64-6 | 2A-9011110 |
| Lacidipine | 103890-78-4 | 2A-9011112 |
| Lamivudine | 134678-17-4 | 2A-9011118 |
| Browse all API & Advanced Intermediates products » | ||
Phone:
630-322-8886
630-322-8887
Email:
Office Locations:
Chicago, IL, USA
San Francisco, CA, USA
EN
SDS