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Chemistry

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Also known as: Amiprilose hydrochloride, 56824-20-5, (r)-1-((3ar,5r,6s,6ar)-6-(3-(dimethylamino)propoxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethane-1,2-diol hydrochloride

Molecular Formula

C₁₄H₂₈ClNO₆

Molecular Weight

341.83 g/mol

InChI Key

RJNRORZRFGUAKL-QQIJRPFSSA-N

1 2D Structure

56824-20-5

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(1R)-1-[(3aR,5S,6S,6aR)-6-[3-(dimethylamino)propoxy]-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol;hydrochloride

2.1.2 InChI

InChI=1S/C14H27NO6.ClH/c1-14(2)20-12-11(18-7-5-6-15(3)4)10(9(17)8-16)19-13(12)21-14;/h9-13,16-17H,5-8H2,1-4H3;1H/t9-,10+,11+,12-,13-;/m1./s1

2.1.3 InChI Key

RJNRORZRFGUAKL-QQIJRPFSSA-N

2.1.4 Canonical SMILES

CC1(OC2C(C(OC2O1)C(CO)O)OCCCN(C)C)C.Cl

2.1.5 Isomeric SMILES

CC1(O[C@@H]2[C@H]([C@@H](O[C@@H]2O1)[C@@H](CO)O)OCCCN(C)C)C.Cl

2.2 Synonyms

2.2.1 MeSH Synonyms

1. 1,2-o-isopropylidene-3-o-3'-(n',n'-dimethylamino-n-propyl)-d-glucofuranose

2. 3-o-(3-(dimethylamino)propyl)-1,2-o-(1-methylethylidene)- Alpha-d-glucofuranose

3. Amiprilose

4. Amiprilose Hydrochloride

5. Amprilose

6. Sm 1213

7. Sm-1213

8. Therafectin

2.2.2 Depositor-Supplied Synonyms

1. Amiprilose Hydrochloride

2. 56824-20-5

3. (r)-1-((3ar,5r,6s,6ar)-6-(3-(dimethylamino)propoxy)-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)ethane-1,2-diol Hydrochloride

2.3 Create Date

2015-09-21

3 Chemical and Physical Properties

Molecular Formula	C₁₄H₂₈ClNO₆
Molecular Weight	341.83 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	7
Exact Mass	341.1605153 g/mol
Monoisotopic Mass	341.1605153 g/mol
Topological Polar Surface Area	80.6 Å²
Heavy Atom Count	22
Formal Charge	0
Complexity	337
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Pharmacology and Biochemistry

4.1 MeSH Pharmacological Classification

Adjuvants, Immunologic

Substances that augment, stimulate, activate, potentiate, or modulate the immune response at either the cellular or humoral level. The classical agents (Freund's adjuvant, BCG, Corynebacterium parvum, et al.) contain bacterial antigens. Some are endogenous (e.g., histamine, interferon, transfer factor, tuftsin, interleukin-1). Their mode of action is either non-specific, resulting in increased immune responsiveness to a wide variety of antigens, or antigen-specific, i.e., affecting a restricted type of immune response to a narrow group of antigens. The therapeutic efficacy of many biological response modifiers is related to their antigen-specific immunoadjuvanticity. (See all compounds classified as Adjuvants, Immunologic.)

Anti-Inflammatory Agents, Non-Steroidal

Anti-inflammatory agents that are non-steroidal in nature. In addition to anti-inflammatory actions, they have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins. Inhibition of prostaglandin synthesis accounts for their analgesic, antipyretic, and platelet-inhibitory actions; other mechanisms may contribute to their anti-inflammatory effects. (See all compounds classified as Anti-Inflammatory Agents, Non-Steroidal.)

Antiviral Agents

Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)

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