(-)-(1R,3S)-3-ADAMANTYL-1-(AMINOMETHYL)-3,4-DIHYDRO-5,6-DIHYDROXY-1H-2-BENZOPYRAN HYDROCHLORIDE
- CAS No.
- 145307-34-2
- Chemical Name:
- (-)-(1R,3S)-3-ADAMANTYL-1-(AMINOMETHYL)-3,4-DIHYDRO-5,6-DIHYDROXY-1H-2-BENZOPYRAN HYDROCHLORIDE
- Synonyms
- A 77636;A 77636 HYDROCHLORIDE;A-77636 hydrochloride hydrate;A-77636 hydrate hydrochloride;A 77636 hydrochloride, 10 mM in DMSO;(1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride;(-)-(1R,3S)-3-ADAMANTYL-1-(AMINOMETHYL)-3,4-DIHYDRO-5,6-DIHYDROXY-1H-2-BENZOPYRAN HYDROCHLORIDE;(?)-(1R,3S)-3-Adamantyl-1-(aminomethyl)-3,4-dihydro-5,6-dihydroxy-1H-2-benzopyran hydrochloride hydrate;(-)-(1R,3S)-3-Adamantyl-1-(aminomethyl)-3,4-dihydro-5,6-dihydroxy-1H-2-benzopyran hydrate hydrochloride;(1R)-cis-1-Aminomethyl-3,4-dihydro-3-tricyclo[3.3.1.13.7]dec-1-yl-[1-h]-2-benzopyran-5,6-diolhydrochloride
- CBNumber:
- CB1208041
- Molecular Formula:
- C20H28ClNO3
- Molecular Weight:
- 365.89
- MDL Number:
- MFCD03107804
- MOL File:
- 145307-34-2.mol
(-)-(1R,3S)-3-ADAMANTYL-1-(AMINOMETHYL)-3,4-DIHYDRO-5,6-DIHYDROXY-1H-2-BENZOPYRAN HYDROCHLORIDE Properties
| storage temp. | −20°C |
|---|---|
| solubility | H2O: 10 mg/mL |
| form | solid |
| color | off-white |
| Water Solubility | Soluble to 100 mM in water |
| FDA UNII | WA6RGP1J4W |
| UNSPSC Code | 12352200 |
| NACRES | NA.77 |
(-)-(1R,3S)-3-ADAMANTYL-1-(AMINOMETHYL)-3,4-DIHYDRO-5,6-DIHYDROXY-1H-2-BENZOPYRAN HYDROCHLORIDE price More Price(12)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | A255 | A-77636 hydrochloride hydrate ≥98% (HPLC), solid | 145307-34-2 | 10mg | $390 | 2024-03-01 | Buy |
| Cayman Chemical | 24316 | A-77636 (hydrochloride) ≥98% | 145307-34-2 | 1mg | $44 | 2024-03-01 | Buy |
| Cayman Chemical | 24316 | A-77636 (hydrochloride) ≥98% | 145307-34-2 | 5mg | $161 | 2024-03-01 | Buy |
| Cayman Chemical | 24316 | A-77636 (hydrochloride) ≥98% | 145307-34-2 | 10mg | $235 | 2024-03-01 | Buy |
| Tocris | 1701 | A77636hydrochloride ≥98%(HPLC) | 145307-34-2 | 10 | $216 | 2021-12-16 | Buy |
(-)-(1R,3S)-3-ADAMANTYL-1-(AMINOMETHYL)-3,4-DIHYDRO-5,6-DIHYDROXY-1H-2-BENZOPYRAN HYDROCHLORIDE Chemical Properties,Uses,Production
Description
A-77636 is a dopamine D1 receptor agonist (Ki = 40 nM). It induces activity equal to or greater than dopamine in an adenylate cyclase assay of D1 receptor activity in fish retina and rat caudate putamen (EC50s = 7.4 and 1.1 nM, respectively) but does not show agonist activity at D2 receptors expressed in MMQ cells when used at concentrations up to 10 μM. A-77636 (10 μM) induces desensitization of dopamine-stimulated cAMP accumulation and downregulation of D1 receptors, reducing D1 receptor expression by 79% in C-6 glioma cells expressing monkey D1A receptors. In a marmoset model of Parkinson''s disease induced by MPTP, A-77636 (3 μmol/kg, s.c.) increases locomotor activity 5.3-fold and reduces disease severity. Subcutaneous administration of A-77636 elicits cortical acetylcholine release at a dose of 1 μmol/kg. It also elicits over a 230% increase in cortical and hippocampal acetylcholine release when administered at a dose of 4 μmol/kg, an effect that is blocked by the D1 antagonist SCH 23390 .
Uses
The dopamine receptors play important role in cognition, memory, learning, and motor control (1). These receptors have been implicated as a therapeutic target for many psychiatric and neurological disorders. A 77636 Hydrochloride is a selective dopamine D1-like receptor agonist with antiparkinsonian properties (2,3).
Definition
ChEBI: (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol hydrochloride is a hydrochloride salt obtained by mixing equimolar amounts of (1R,3S)-3-(adamantan-1-yl)-1-(aminomethyl)-3,4-dihydroisochromene-5,6-diol with hydrochloric acid. Potent and selective dopamine D1-like receptor agonist (pEC50 values are 8.97 and < 5 for D1-like and D2-like receptors respectively). Displays anti-Parkinsonian activity following oral administration in vivo. It has a role as an antiparkinson drug and a dopamine agonist. It contains a (1R,3S)-3-(adamantan-1-yl)-1-(ammoniomethyl)-3,4-dihydroisochromene-5,6-diol(1+).
Biological Activity
Potent and selective dopamine D 1 -like receptor agonist (pEC 50 values are 8.97 and < 5 for D 1 -like and D 2 -like receptors respectively). Displays anti-Parkinsonian activity following oral administration in vivo .
storage
Store at -20°C
References
[1]. kebabian jw, britton dr, deninno mp, et al. a-77636: a potent and selective dopamine d1 receptor agonist with antiparkinsonian activity in marmosets. eur j pharmacol, 1992, 229(2-3): 203-209.
[2]. lin cw, bianchi br, miller tr, et al. persistent activation of the dopamine d1 receptor contributes to prolonged receptor desensitization: studies with a-77636. j pharmacol exp ther, 1996, 276(3): 1022-1029.
[3]. acquas e, day jc, fibiger hc. the potent and selective dopamine d1 receptor agonist a-77636 increases cortical and hippocampal acetylcholine release in the rat. eur j pharmacol, 1994, 260(1): 85-87.
(-)-(1R,3S)-3-ADAMANTYL-1-(AMINOMETHYL)-3,4-DIHYDRO-5,6-DIHYDROXY-1H-2-BENZOPYRAN HYDROCHLORIDE Preparation Products And Raw materials
Raw materials
Preparation Products
(-)-(1R,3S)-3-ADAMANTYL-1-(AMINOMETHYL)-3,4-DIHYDRO-5,6-DIHYDROXY-1H-2-BENZOPYRAN HYDROCHLORIDE Suppliers
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| TargetMol Chemicals Inc. | +1-781-999-5354 +1-00000000000 | marketing@targetmol.com | United States | 32161 | 58 |
| Aladdin Scientific | +1-+1(833)-552-7181 | sales@aladdinsci.com | United States | 52924 | 58 |
| 3B Pharmachem (Wuhan) International Co.,Ltd. | 821-50328103-801 18930552037 | 3bsc@sina.com | China | 15839 | 69 |
| EMMX Biotechnology LLC | 888-539-0666 | info@emmx.com | United States | 8447 | 60 |
| Shanghai EFE Biological Technology Co., Ltd. | 021-65675885 18964387627 | info@efebio.com | China | 9805 | 58 |
| DC Chemicals | 021-58447131 13564518121 | sales@dcchemicals.com | China | 9409 | 58 |
| ChemeGen(Shanghai) Biotechnology Co.,Ltd. | 18818260767 | sales@chemegen.com | China | 11218 | 58 |
| Energy Chemical | 021-58432009 400-005-6266 | marketing1@energy-chemical.com | China | 44807 | 58 |
| MedBioPharmaceutical Technology Inc | 021-69568360 18916172912 | order@med-bio.cn | China | 8140 | 58 |
| Changzhou Furuisi Biotechnology Co., Ltd | 0519-85524369 | 3477467573@qq.com | China | 8617 | 58 |
View Lastest Price from (-)-(1R,3S)-3-ADAMANTYL-1-(AMINOMETHYL)-3,4-DIHYDRO-5,6-DIHYDROXY-1H-2-BENZOPYRAN HYDROCHLORIDE manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2024-11-19 | A 77636 hydrochloride
145307-34-2
|
US $97.00-333.00 / mg | 99.62% | 10g | TargetMol Chemicals Inc. |
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- A 77636 hydrochloride
145307-34-2
- US $97.00-333.00 / mg
- 99.62%
- TargetMol Chemicals Inc.