HCID 86606159, compound → Pramlintide

HRID 623331Notes

Reaction equation

HRID 623331 reaction equation
[CH3:1][CH2:2][C@@H:3]([C@H:5]([NH:90][C:91]([C@H:93]1[N:97]([C:98]([CH2:100][NH:101][C:102]([C@@H:104]([NH:112][C:113]([C@@H:115]([NH:120][C:121]([C@@H:123]([NH:128][C:129]([C@@H:131]([NH:134][C:135]([C@@H:137]([NH:140][C:141]([C@@H:143]([NH:150][C:151]([C@@H:153]([NH:157][C:158]([C@@H:160]([NH:165][C:166]([C@@H:168]([NH:176][C:177]([C@@H:179]([NH:184][C:185]([C@@H:187]([NH:189][C:190]([C@@H:192]([NH:197][C:198]([C@@H:200]([NH:208][C:209]([C@@H:211]([NH:217][C:218]([C@@H:220]([NH:224][C:225]([C@@H:227]([NH:229][C:230]([C@H:232]2[NH:256][C:254](=[O:255])[C@H:253]([C@H:257]([OH:259])[CH3:258])[NH:252][C:250](=[O:251])[C@H:249]([CH3:260])[NH:248][C:246](=[O:247])[C@H:245]([C@H:261]([OH:263])[CH3:262])[NH:244][C:242](=[O:243])[C@H:241]([CH2:264][C:265]([NH2:267])=[O:266])[NH:240][C:238](=[O:239])[C@@H:237]([NH:268][C:269]([C@@H:271]([NH2:277])[CH2:272][CH2:273][CH2:274][CH2:275][NH2:276])=[O:270])[CH2:236][S:235][S:234][CH2:233]2)=[O:231])[CH3:228])=[O:226])[C@H:221]([OH:223])[CH3:222])=[O:219])[CH2:212][CH2:213][C:214]([NH2:216])=[O:215])=[O:210])[CH2:201][CH2:202][CH2:203][NH:204][C:205]([NH2:207])=[NH:206])=[O:199])[CH2:193][CH:194]([CH3:196])[CH3:195])=[O:191])[CH3:188])=[O:186])[CH2:180][C:181]([NH2:183])=[O:182])=[O:178])[CH2:169][C:170]2[CH:171]=[CH:172][CH:173]=[CH:174][CH:175]=2)=[O:167])[CH2:161][CH:162]([CH3:164])[CH3:163])=[O:159])[CH:154]([CH3:156])[CH3:155])=[O:152])[CH2:144][C:145]2[N:149]=[CH:148][NH:147][CH:146]=2)=[O:142])[CH2:138][OH:139])=[O:136])[CH2:132][OH:133])=[O:130])[CH2:124][C:125]([NH2:127])=[O:126])=[O:122])[CH2:116][C:117]([NH2:119])=[O:118])=[O:114])[CH2:105][C:106]2[CH:107]=[CH:108][CH:109]=[CH:110][CH:111]=2)=[O:103])=[O:99])[CH2:96][CH2:95][CH2:94]1)=[O:92])[C:6]([NH:8][C@H:9]([C:14]([N:16]1[C@H:20]([C:21]([N:23]2[C@H:27]([C:28]([NH:30][C@H:31]([C:35]([NH:37][C@H:38]([C:43]([NH:45][C@H:46]([C:50]([NH:52][CH2:53][C:54]([NH:56][C@H:57]([C:60]([NH:62][C@H:63]([C:68]([NH:70][C@H:71]([C:75]([NH:77][C@H:78]([C:87]([NH2:89])=[O:88])[CH2:79][C:80]3[CH:81]=[CH:82][C:83]([OH:86])=[CH:84][CH:85]=3)=[O:76])[C@H:72]([OH:74])[CH3:73])=[O:69])[CH2:64][C:65]([NH2:67])=[O:66])=[O:61])[CH2:58][OH:59])=[O:55])=[O:51])[CH:47]([CH3:49])[CH3:48])=[O:44])[CH2:39][C:40]([NH2:42])=[O:41])=[O:36])[C@H:32]([OH:34])[CH3:33])=[O:29])[CH2:26][CH2:25][CH2:24]2)=[O:22])[CH2:19][CH2:18][CH2:17]1)=[O:15])[CH2:10][CH:11]([CH3:13])[CH3:12])=[O:7])[CH3:4].C([O-])(=O)C>O.C([O-])(=O)CC(CC([O-])=O)(C([O-])=O)O.P([O-])([O-])([O-])=O>[CH3:1][CH2:2][C@@H:3]([C@H:5]([NH:90][C:91]([C@H:93]1[N:97]([C:98]([CH2:100][NH:101][C:102]([C@@H:104]([NH:112][C:113]([C@@H:115]([NH:120][C:121]([C@@H:123]([NH:128][C:129]([C@@H:131]([NH:134][C:135]([C@@H:137]([NH:140][C:141]([C@@H:143]([NH:150][C:151]([C@@H:153]([NH:157][C:158]([C@@H:160]([NH:165][C:166]([C@@H:168]([NH:176][C:177]([C@@H:179]([NH:184][C:185]([C@@H:187]([NH:189][C:190]([C@@H:192]([NH:197][C:198]([C@@H:200]([NH:208][C:209]([C@@H:211]([NH:217][C:218]([C@@H:220]([NH:224][C:225]([C@@H:227]([NH:229][C:230]([C@H:232]2[NH:256][C:254](=[O:255])[C@H:253]([C@H:257]([OH:259])[CH3:258])[NH:252][C:250](=[O:251])[C@H:249]([CH3:260])[NH:248][C:246](=[O:247])[C@H:245]([C@H:261]([OH:263])[CH3:262])[NH:244][C:242](=[O:243])[C@H:241]([CH2:264][C:265]([NH2:267])=[O:266])[NH:240][C:238](=[O:239])[C@@H:237]([NH:268][C:269]([C@@H:271]([NH2:277])[CH2:272][CH2:273][CH2:274][CH2:275][NH2:276])=[O:270])[CH2:236][S:235][S:234][CH2:233]2)=[O:231])[CH3:228])=[O:226])[C@H:221]([OH:223])[CH3:222])=[O:219])[CH2:212][CH2:213][C:214]([NH2:216])=[O:215])=[O:210])[CH2:201][CH2:202][CH2:203][NH:204][C:205]([NH2:207])=[NH:206])=[O:199])[CH2:193][CH:194]([CH3:195])[CH3:196])=[O:191])[CH3:188])=[O:186])[CH2:180][C:181]([NH2:183])=[O:182])=[O:178])[CH2:169][C:170]2[CH:171]=[CH:172][CH:173]=[CH:174][CH:175]=2)=[O:167])[CH2:161][CH:162]([CH3:164])[CH3:163])=[O:159])[CH:154]([CH3:156])[CH3:155])=[O:152])[CH2:144][C:145]2[N:149]=[CH:148][NH:147][CH:146]=2)=[O:142])[CH2:138][OH:139])=[O:136])[CH2:132][OH:133])=[O:130])[CH2:124][C:125]([NH2:127])=[O:126])=[O:122])[CH2:116][C:117]([NH2:119])=[O:118])=[O:114])[CH2:105][C:106]2[CH:107]=[CH:108][CH:109]=[CH:110][CH:111]=2)=[O:103])=[O:99])[CH2:96][CH2:95][CH2:94]1)=[O:92])[C:6]([NH:8][C@H:9]([C:14]([N:16]1[C@H:20]([C:21]([N:23]2[C@H:27]([C:28]([NH:30][C@H:31]([C:35]([NH:37][C@H:38]([C:43]([NH:45][C@H:46]([C:50]([NH:52][CH2:53][C:54]([NH:56][C@H:57]([C:60]([NH:62][C@H:63]([C:68]([NH:70][C@H:71]([C:75]([NH:77][C@H:78]([C:87]([NH2:89])=[O:88])[CH2:79][C:80]3[CH:81]=[CH:82][C:83]([OH:86])=[CH:84][CH:85]=3)=[O:76])[C@H:72]([OH:74])[CH3:73])=[O:69])[CH2:64][C:65]([NH2:67])=[O:66])=[O:61])[CH2:58][OH:59])=[O:55])=[O:51])[CH:47]([CH3:48])[CH3:49])=[O:44])[CH2:39][C:40]([NH2:42])=[O:41])=[O:36])[C@H:32]([OH:34])[CH3:33])=[O:29])[CH2:26][CH2:25][CH2:24]2)=[O:22])[CH2:19][CH2:18][CH2:17]1)=[O:15])[CH2:10][CH:11]([CH3:13])[CH3:12])=[O:7])[CH3:4]

Participants

5

Reactant 1

HCID 86606159HCID 86606159, compound

Product 1

HCID 70691388Pramlintide

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 1061PhosphateSolventHCID 31348CitrateSolvent

Procedure

Pramlintide acetate was dissolved in H2O at 2 mg/mL with either a 10 mM citrate buffer, pH 4 or 10 mM phosphate buffer, pH 7. These solutions were lyophilized to dryness (>1% residual moisture) using a conservative cycle and reconstituted to various nominal concentrations in DMSO. Solubility was measured by visual inspection for clarity and turbidity via A630.

Workup

  1. concentrationreconstituted to various nominal concentrations in DMSO

Sources & evidence

ORD record
ord-18ea7624aee248b6b406256d48297b51
Source dataset
uspto-grants-2016_04
Patent number
US09302010B2

Reaction notes

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