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SML1437

Pimecrolimus

≥97% (HPLC)

Synonym(s):

33-epi-chloro-33-desoxyascomycin, Picrolimus

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About This Item

Empirical Formula (Hill Notation):
C43H68ClNO11
CAS Number:
137071-32-0
Molecular Weight:
810.45
NACRES:
NA.77
PubChem Substance ID:
329825877
UNSPSC Code:
12352200
MDL number:
MFCD00901792
Assay:
≥97% (HPLC)
Form:
powder
Quality level:
100
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Quality Level

100

assay

≥97% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 10 mg/mL, clear

storage temp.

2-8°C

SMILES string

C[C@H]([C@@H](O)CC([C@H](CC)/C=C1C)=O)[C@](/C(C)=C/[C@@]2([H])C[C@@H](OC)[C@@H](Cl)CC2)([H])OC([C@@]3([H])N(C(C([C@@]4(O)[C@H](C)C[C@H](OC)[C@@H]([C@@H](OC)C[C@@H](C)C\1)O4)=O)=O)CCCC3)=O

InChI

1S/C43H68ClNO11/c1-10-30-18-24(2)17-25(3)19-36(53-8)39-37(54-9)21-27(5)43(51,56-39)40(48)41(49)45-16-12-11-13-32(45)42(50)55-38(28(6)33(46)23-34(30)47)26(4)20-29-14-15-31(44)35(22-29)52-7/h18,20,25,27-33,35-39,46,51H,10-17,19,21-23H2,1-9H3/b24-18+,26-20+/t25-,27+,28+,29-,30+,31-,32-,33-,35+,36-,37-,38+,39+,43+/m0/s1

InChI key

KASDHRXLYQOAKZ-XDSKOBMDSA-N

Gene Information

human ... FKBP1A(2280)

Biochem/physiol Actions

Calcineurin inhibitor, immune suppressant
Pimecrolimus is known for its anti-inflammatory and immunomodulatory properties and its low systemic immunosuppressive potential.
Pimecrolimus, also known as Picrolimus, is a macrolactam ascomycin derivative that acts as an immune suppressant. It binds with high affinity to macrophilin-12 (FKBP-12) and inhibits calcineurin, a calcium-dependent phosphatase. Pimecrolimus inhibits production of pro-inflammatory cytokines by T cells and mast cells and prevents the release of inflammatory cytokines and mediators from mast cells. It has been used clinically as a treatment for eczema.

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Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000503856
0000503856
0000308772
0000308772
0000237039

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A K Gupta et al.
Journal of the European Academy of Dermatology and Venereology : JEADV, 17(5), 493-503 (2003-08-28)
Pimecrolimus (SDZ ASM 981), an ascomycin derivative, is one of the new classes of immunomodulating macrolactams and was specifically developed for the treatment of inflammatory skin diseases. The interest in pimecrolimus has been substantial because of its significant anti-inflammatory activity

Global Trade Item Number

SKUGTIN
SML1437-10MG04061838600783
SML1437-50MG04061833226148