HCID 86606159, compound → Pramlintide

HRID 2364938Notes

Reaction equation

HRID 2364938 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-df186e9c3a7549fc9954d08ecef76a78
Source dataset
uspto-grants-2014_04
Patent number
US08697644B2

Reaction notes

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