138605-00-2 Usage
Uses
Used in Pharmaceutical Industry:
N,N-DIMETHYL-(3R,4AR,5S,6AS,10S,10AR,10BS)-5-(ACETYLOXY)-3-ETHENYLDODECAHYDRO-10,10B-DIHYDROXY-3,4A,7,7,10A-PENTAMETHYL-1-OXO-1H-NAPHTHO[2,1-B]PYRAN-6-YL ESTER B-ALANINE HYDROCHLORIDE is used as a potent activator of adenylyl cyclase for the treatment of acute heart failure. It acts as a water-soluble analog of forskolin, showing selectivity for cardiac adenylyl cyclase. The compound directly stimulates adenylate cyclase, increasing intracellular cAMP concentration and inhibiting calcium mobilization, leading to significant vasodilation and a moderate positive inotropic and chronotropic effect.
Used in Clinical Trials:
In the healthcare industry, N,N-DIMETHYL-(3R,4AR,5S,6AS,10S,10AR,10BS)-5-(ACETYLOXY)-3-ETHENYLDODECAHYDRO-10,10B-DIHYDROXY-3,4A,7,7,10A-PENTAMETHYL-1-OXO-1H-NAPHTHO[2,1-B]PYRAN-6-YL ESTER B-ALANINE HYDROCHLORIDE is used in clinical trials for patients with severe congestive heart failure (CHF). It has been shown to improve hemodynamic symptoms without causing serious adverse effects, making it a promising treatment option for CHF patients.
Brand Names:
The compound is marketed under the brand names Adele and Adehl, indicating its commercial availability and recognition in the pharmaceutical market.
Biological Activity
Water-soluble analog of forskolin ([3R-(3a,4ab,5b,6b,6aa,10a,10ab,10ba)]-5-(Acetyloxy)-3-ethenyldodecahydro-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1H-naphtho[2,1-b]pyran-1-one ) that is a potent activator of adenylyl cyclase; shows some selectivity for cardiac (type V) adenylyl cyclase. Stimulates bronchodilation (EC 50 = 32.6 nM) and is an orally active potent positive chronotrope and hypotensive agent in vivo . Also available as part of the PKA Tocriset? .
Biochem/physiol Actions
NKH 477 is a potent, orally active adenylyl cyclase activator. It is a water soluble derivative of forskolin, and dose dependentyl increases cAMP and blocks potassium-induced contraction concetrations in smooth muscle strips (IC50 = 80 nM). NKH 477 causes relaxation of histamine treated guinea pig smooth muscle (IC50 = 32 nM).
Check Digit Verification of cas no
The CAS Registry Mumber 138605-00-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,8,6,0 and 5 respectively; the second part has 2 digits, 0 and 0 respectively.
Calculate Digit Verification of CAS Registry Number 138605-00:
(8*1)+(7*3)+(6*8)+(5*6)+(4*0)+(3*5)+(2*0)+(1*0)=122
122 % 10 = 2
So 138605-00-2 is a valid CAS Registry Number.
InChI:InChI=1/C27H43NO8.ClH/c1-10-24(5)15-18(31)27(33)25(6)17(30)11-13-23(3,4)21(25)20(35-19(32)12-14-28(8)9)22(34-16(2)29)26(27,7)36-24;/h10,17,20-22,30,33H,1,11-15H2,2-9H3;1H/t17-,20-,21-,22-,24-,25-,26+,27-;/m0./s1
138605-00-2Relevant academic research and scientific papers
Process for the preparation of 6-(substitutedaminopropionyl)-derivatives of forskolin
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, (2008/06/13)
Process for the preparation of 6-(substitutedaminopropionyl)-derivatives of forskolin Process for the manufacture of 6β-(3-substitutedamino) propionyloxy forskolin derivatives of the general formula STR1
Process for the preparation of 6-acyl, 7-acyl, and 6,7-diacyl analogues of forskolin and intermediates thereof
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, (2008/06/13)
Process for the preparation of 6-acyl-, 7-acyl- or 6,7-diacyl analogues of forskolin of the general formula STR1
