138596-87-9 Usage
Molecular weight
381.55 g/mol
Structure
A pyrrolidine ring with a carboxylic acid group (-COOH) attached to the 1-position, and a 1,3-dithian-2-ylmethyl ester group attached to the 2-position. The ester group is further substituted with two methoxy groups (-OCH3) on a phenyl ring.
Stereochemistry
The compound has a stereocenter at the 2-position, and the S enantiomer is the active form.
Biological activity
S-Rolipram acts as a selective inhibitor of phosphodiesterase-4 (PDE4), an enzyme involved in the regulation of inflammation and immune responses.
Therapeutic applications
S-Rolipram has potential therapeutic applications in conditions such as asthma, chronic obstructive pulmonary disease (COPD), and other chronic inflammatory conditions.
Neuroprotective and antidepressant effects
S-Rolipram has been studied for its potential to protect neurons from damage and to have antidepressant effects.
Check Digit Verification of cas no
The CAS Registry Mumber 138596-87-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,3,8,5,9 and 6 respectively; the second part has 2 digits, 8 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 138596-87:
(8*1)+(7*3)+(6*8)+(5*5)+(4*9)+(3*6)+(2*8)+(1*7)=179
179 % 10 = 9
So 138596-87-9 is a valid CAS Registry Number.
138596-87-9Relevant articles and documents
A total synthesis of (-)-ruspolinone
Jones,Woo
, p. 7179 - 7184 (1991)
A synthesis of the pyrrolidine alkaloid (-)-ruspolinone (1) from (2S)-proline in 7 steps and 26% overall yield is presented which assigns the (2S) configuration to (-)-(1). The compound obtained by this route has [α](D)-29.73° compared to a value of zero for the material isolated from the plant suggesting racemisation had occurred during isolation.